CN105801350B - The synthetic method of diarylcarbinols class compound - Google Patents

The synthetic method of diarylcarbinols class compound Download PDF

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CN105801350B
CN105801350B CN201610281711.XA CN201610281711A CN105801350B CN 105801350 B CN105801350 B CN 105801350B CN 201610281711 A CN201610281711 A CN 201610281711A CN 105801350 B CN105801350 B CN 105801350B
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diarylcarbinols
benzyl bromine
boric acid
water
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CN105801350A (en
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郭孟萍
王武
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Yichun University
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
    • B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/824—Palladium

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  • Organic Chemistry (AREA)
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  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention discloses a kind of synthetic methods of diarylcarbinols class compound, it is relative to having reported using diaryl ketone as starting material, diarylcarbinols class compound is obtained through catalysis reduction, party's rule is using substitution benzyl bromine cheap and easy to get and substitution phenyl boric acid as starting material, in the in the mixed solvent of alkali, water or water and organic solvent, 4h is reacted under air at room temperature, can be obtained sterling through simple separation purification process.The catalyst that this method uses is the situ catalytic system of palladium compound/phosphorous, oxygen carboxylic acids ligand composition, catalyst system and catalyzing is cheap, catalytic activity is high, selectivity is good, stablize in air and aqueous solution, catalysis substitution benzyl bromine and substitution phenyl boric acid and hydrogen peroxide " one kettle way " synthesis of diaryl first alcohol compound, reaction step is few, post-processing is simple, product is easily isolated purifying, yield is high, water and organic solvent mixed solvent low with toxicity, cheap and easy to get, it is environmentally safe, it is environmentally protective.

Description

The synthetic method of diarylcarbinols class compound
Technical field
The present invention relates to the synthesis field of fine chemistry industry and medical chemistry, be related to synthesizing Claritin modafinil, The important intermediate of the drugs such as adrafinil and Cetirizine Hydrochloride especially uses coordination catalysis method to realize diarylcarbinols class The environmentally-friendly technique of compound one pot process.
Background technology
Diarylcarbinols class compound is the medicines such as synthesis Claritin modafinil, adrafinil and Cetirizine Hydrochloride The important intermediate of object.The synthetic method of document report has metal deoxidization, catalytic hydrogenating reduction method, metal hydride reduction method And Suzuki coupling methods etc..
1. metal deoxidization (aluminium, magnesium, the metals such as zinc use acid or alkali to carry out reduction reaction as initiator)
2. catalytic hydrogenating reduction method
3. metal hydride reduction method
Generally using diaryl ketone as reactant, reaction yield is not high, severe reaction conditions, it is necessary in anhydrous conditions into Row, and there are a large amount of acid-bearing wastewaters to discharge in process of production.
4.Suzuki coupling methods
The method reaction raw materials aryl formaldehyde toxicity is big, and reaction has by-product generation, yield not high.
Invention content
It is an object of the invention to overcome the deficiencies of the prior art and provide one kind to be readily synthesized, simple in structure, property is steady Fixed, water-soluble palladium complex catalyst, using catalysis Csp3-Csp2Cross-coupling reaction rapid and convenient in a mild condition Ground catalysis substitution benzyl bromine, the method for replacing phenyl boric acid and hydrogen peroxide one pot process diarylcarbinols class compound, this method are former Expect that safe and non-toxic, synthesis step is few, easy to operate, environmentally protective.
In order to achieve the above object, a kind of synthetic method of diarylcarbinols class compound of the present invention comprising following steps：
To replace benzyl bromine, substitution phenyl boric acid as raw material, make in the situ catalytic System Catalyst of palladium compound/ligand composition It under, in the in the mixed solvent of alkali, water or water and organic solvent, reacts 2-10 hours, obtains target product, target product is through dividing From, purify and be refining to obtain diarylcarbinols class pure compounds；
The substituent group of the wherein described substitution benzyl bromine is-CH3、-CH2CH3、-C(CH3)3,-F ,-Cl ,-Br or-I；
The substituent group of the substitution phenyl boric acid is-CH3、-CH2CH3、-C(CH3)3、-F、-Cl、-Br、-I、-OCH3Or- COCH3；
The amount ratio of the substitution benzyl bromine and the substance of the substitution phenyl boric acid is 1:1~1:6；
The situ catalytic System Catalyst of the palladium compound/ligand composition, palladium source be palladium bichloride, acid chloride, palladium nitrate, It is arbitrary in tetrachloro-palladium acid sodium, palladium trifluoroacetate, palladium oxide, dibrominated palladium, palladium dydroxide, potassium chloropalladate, palladium sulfate, palladium iodide It is a kind of；
The catalyst and the ratio of the amount of the substance of the substitution benzyl bromine are：0.001-0.05:1；
The mixed solvent and the ratio of the amount of the substance of the substitution benzyl bromine are 15-50：1；
Further, the maximum inventory as the preferably described substitution benzyl bromine or the substitution phenyl boric acid is 20mmol.
Further, it is that pure water and following any organic solvent mix in any proportion as the preferred mixed solvent It closes, the organic solvent is PEG400, PEG2000, isopropanol, n-butanol and ethylene glycol.
Further, it is that pure water and organic solvent press v as the preferred mixed solvent:V=2:1 ratio mixing.
Further, it is 2-10 as the preferred alkali and the ratio of the amount of the substance of the substitution benzyl bromine：1.
Further, it is sodium carbonate, potassium carbonate, sodium bicarbonate, saleratus, potassium hydroxide, hydrogen as the preferred alkali Any one in sodium oxide molybdena, potassium phosphate, sodium phosphate.
Further, it is PdCl as the preferred catalyst2The situ catalytic system of/P, O- ligand composition, P, O- match Body refers to structural compounds as follows：
The invention difference from existing technology is that the present invention achieves following technique effect：
1, the catalyst of the invention used is convieniently synthesized, simple in structure, property is stable, water-soluble strong, and activity is high；
2, the present invention is received using replacing phenyl boric acid and substitution benzyl bromine as raw material one pot process diarylcarbinols class compound Up to 85%, this reaction carries out rate at room temperature in air, easy to operate, and yield is high, and the reaction prices of raw materials are cheap, use Materials safety is stable, toxicity is smaller, and synthesis condition is mild, reaction step is few, post-processing is simple, is easily isolated purifying, yield height；
3, the solvent of reaction system of the present invention is less toxic and cheap and easy to get；
4, product of the present invention is easily isolated purification, through recrystallizing purity>99%.
Specific implementation mode
With reference to embodiments, the forgoing and additional technical features and advantages are described in more detail.
The amount of substance of the present invention is the molal quantity for referring to substance, and the amount of substance is than being molar ratio.
Catalyst of the present invention is preferably PdCl2The situ catalytic system of/P, O- ligand composition, structural formula are：
Synthesis for diarylcarbinols class compound：
Substitution benzyl bromine 1mmol, substitution phenyl boric acid 1.2mmol, Anhydrous potassium carbonate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, with ethyl alcohol recrystallization, obtained Diarylcarbinols class compound.
Embodiment 1：The preparation of benzohydrol
Benzyl bromine 1mmol, phenyl boric acid 1.2mmol, Anhydrous potassium carbonate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, is obtained with ethyl alcohol recrystallization Benzohydrol, yield is up to 80%.
Embodiment 2：The preparation of two (4- fluorophenyls) methanol
4- fluorobenzyl bromide 1mmol, 4- fluorobenzoic boric acids 1.2mmol, Anhydrous potassium carbonate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, with ethyl alcohol recrystallization, obtained Two (4- fluorophenyls) methanol, yield is up to 75%.
Embodiment 3:Preparation to methyldiphenyl methanol
4- methyl benzyl bromines 1mmol, phenyl boric acid 1.2mmol, Anhydrous potassium carbonate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, with ethyl alcohol recrystallization, obtained To methyldiphenyl methanol, yield is up to 85%.
Embodiment 4：Preparation to fluorine benzhydrol
4- fluorobenzyl bromides 1mmol, phenyl boric acid 1.2mmol, Anhydrous potassium carbonate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, with ethyl alcohol recrystallization, obtained To fluorine benzhydrol, yield is up to 72%.
Embodiment 5:The preparation of the fluoro- 4- methyldiphenyls methanol of 4-
Be added in reaction bulb 4- fluorobenzyl bromide 1mmol, 4- methylphenylboronic acids 1.2mmol, Anhydrous potassium carbonate 2mmol, PEG2000 2.5mmol, the catalyst of 0.01mmol, 5ml pure water react 4h under air at room temperature, stop reaction, with about 40ml Ethyl acetate extracts in three times, obtains ethyl acetate organic phase, and 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, filter revolving, It is detached using TLC methods, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, is tied again with ethyl alcohol Crystalline substance, obtains the fluoro- 4- methyldiphenyls methanol of 4-, and yield is up to 83%.
Embodiment 6：The preparation of p-dichlorobenzene methanol
4- bromine chlorides 1mmol, phenyl boric acid 1.2mmol, Anhydrous potassium carbonate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, with ethyl alcohol recrystallization, obtained P-dichlorobenzene methanol, yield is up to 76%.
Embodiment 7:The preparation of 3,5- dimethyl benzhydrols
Be added in reaction bulb 3,5- dimethylbenzyl bromines 1mmol, phenyl boric acid 1.2mmol, Anhydrous potassium carbonate 2mmol, PEG2000 2.5mmol, the catalyst of 0.01mmol, 5ml pure water react 4h under air at room temperature, stop reaction, with about 40ml Ethyl acetate extracts in three times, obtains ethyl acetate organic phase, and 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, filter revolving, It is detached using TLC methods, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, is tied again with ethyl alcohol Crystalline substance, obtains 3,5- dimethyl benzhydrols, and yield is up to 88%.
Embodiment 8：The preparation of 2- chlorodiphenyl methanol
2- bromine chlorides 1mmol, phenyl boric acid 1.2mmol, Anhydrous potassium carbonate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, with ethyl alcohol recrystallization, obtained 2- chlorodiphenyl methanol, yield is up to 73%.
Embodiment 9：The preparation of benzohydrol
Be added in reaction bulb benzyl bromine 10mmol, phenyl boric acid 12mmol, Anhydrous potassium carbonate 20mmol, PEG400 25ml, Catalyst, the 50ml pure water of 0.1mmol reacts 4h under air at room temperature, stops reaction, in three times with about 300ml ethyl acetate Extraction obtains ethyl acetate organic phase, and 15g anhydrous sodium sulfates are added and stand 4h water removals, filters revolving, is divided using TLC methods From with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, diphenylmethyl is obtained with ethyl alcohol recrystallization Alcohol, yield is up to 75%.
Embodiment 10：The preparation of two (4- fluorophenyls) methanol
Be added in reaction bulb 4- fluorobenzyl bromide 20mmol, 4- fluorobenzoic boric acids 24mmol, Anhydrous potassium carbonate 40mmol, PEG2000 50mmol, the catalyst of 0.2mmol, 100ml pure water react 4h under air at room temperature, stop reaction, with about 600ml ethyl acetate extracts in three times, obtains ethyl acetate organic phase, and 30g anhydrous sodium sulfates are added and stand 4h water removals, filter rotation It steams, is detached using TLC methods, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, uses ethyl alcohol Recrystallization, obtains two (4- fluorophenyls) methanol, and yield is up to 70%.
Embodiment 11：The preparation of benzohydrol
Be added in reaction bulb benzyl bromine 1mmol, phenyl boric acid 1.2mmol, natrium carbonicum calcinatum 2mmol, n-butanol 2.5ml, Catalyst, the 5ml pure water of 0.01mmol reacts 4h under air at room temperature, stops reaction, is extracted in three times with about 40ml ethyl acetate It takes, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, filters revolving, is divided using TLC methods From with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, diphenylmethyl is obtained with ethyl alcohol recrystallization Alcohol, yield is up to 78%.
Embodiment 12：The preparation of two (4- fluorophenyls) methanol
4- fluorobenzyl bromide 1mmol, 4- fluorobenzoic boric acids 1.2mmol, potassium phosphate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, with ethyl alcohol recrystallization, obtained Two (4- fluorophenyls) methanol, yield is up to 75%.
Embodiment 13：The preparation of two (4- fluorophenyls) methanol
4- fluorobenzyl bromide 1mmol, 4- fluorobenzoic boric acids 1mmol, potassium phosphate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, with ethyl alcohol recrystallization, obtained Two (4- fluorophenyls) methanol, yield is up to 62%.
Embodiment 14：The preparation of two (4- fluorophenyls) methanol
4- fluorobenzyl bromide 1mmol, 4- fluorobenzoic boric acids 6mmol, potassium phosphate 2mmol, PEG2000 are added in reaction bulb Catalyst, the 5ml pure water of 2.5mmol, 0.01mmol react 4h under air at room temperature, stop reaction, with about 40ml ethyl acetate It extracts in three times, obtains ethyl acetate organic phase, 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, revolving are filtered, using TLC Method is detached, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, with ethyl alcohol recrystallization, obtained Two (4- fluorophenyls) methanol, yield is up to 76%.
Embodiment 15：The preparation of benzohydrol
Be added in reaction bulb benzyl bromine 1mmol, phenyl boric acid 3mmol, Anhydrous potassium carbonate 5mmol, PEG2000 5mmol, Catalyst, the 10ml pure water of 0.01mmol reacts 4h under air at room temperature, stops reaction, in three times with about 40ml ethyl acetate Extraction obtains ethyl acetate organic phase, and 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, filters revolving, is carried out using TLC methods Separation, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, diphenyl is obtained with ethyl alcohol recrystallization Methanol, yield is up to 83%.
Embodiment 16：The preparation of benzohydrol
Be added in reaction bulb benzyl bromine 1mmol, phenyl boric acid 3mmol, Anhydrous potassium carbonate 10mmol, PEG20007.5mmol, Catalyst, the 15ml pure water of 0.01mmol reacts 4h under air at room temperature, stops reaction, in three times with about 40ml ethyl acetate Extraction obtains ethyl acetate organic phase, and 2-3 spoonfuls of anhydrous sodium sulfates are added and stand 4h water removals, filters revolving, is carried out using TLC methods Separation, with (n-hexane：Dichloromethane=7：1, v：V) product is isolated as solvent, diphenyl is obtained with ethyl alcohol recrystallization Methanol, yield is up to 82%.
The synthesis of P, O double coordination palladium complex：
1) synthesis of adjacent diphenylphosphine sodium benzoate
The adjacent diphenylphosphine benzoic acid and NaOH of the amount of substances such as it is added in a 25mL round-bottomed flasks, room temperature is stirred in ethyl alcohol Reaction is mixed, almost quantitative deposition goes out adjacent diphenylphosphine sodium benzoate, filters, dry, for use.
2)Na2PdCl4Synthesis
(Kauffman G B,Tsai J H.Tetraamminepalladium(II)tetrachloropalladate (II)and trans-dichlorodiamminepalladium(II)[J].Inorg.Synth.VIII1966,234-238.)
In a 250mL round-bottomed flasks, the PdCl of 10.62g (60mmol) is added2With 7.0g (120mmol) NaCl, it is added 140mL deionized waters and heating stirring, solution are stirred for 10min by muddy gradually become after clarification, depressurize lower rotary evaporation and remove Water, precipitation solids, which is set in drier, to be dried under reduced pressure.
3) synthesis of P, O double coordination palladium complex
By 0.588g (2mmol) Na2PdCl4It is dissolved in the 50mL round-bottomed flasks equipped with 20mL deionized waters；It is dripped in constant pressure 1.064g (4mmol) Ph is added in liquid funnel2PCH2COONa is dissolved in the solution in 10mL deionized waters.At room temperature will Ph2PCH2COONa solution slowly instills Na4PdCl4It is rapid to generate khaki precipitation in solution, continue after stirring 20min.Precipitation Filtering, filter cake are dried in vacuo to obtain product Light brown solid, yield 98%.
The above is only a preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered It is considered as protection scope of the present invention.

Claims (5)

1. a kind of synthetic method of diarylcarbinols class compound, it is characterised in that prepare in accordance with the following steps：
To replace benzyl bromine, substitution phenyl boric acid as raw material, in the situ catalytic System Catalyst effect of palladium compound/ligand composition Under, in the in the mixed solvent of alkali, water or water and organic solvent, react 2-10 hour, obtain target product, target product through detaching, Purify and be refining to obtain diarylcarbinols class pure compounds；
The substituent group of the wherein described substitution benzyl bromine is-CH3、-CH2CH3、-C(CH3)3,-F ,-Cl ,-Br or-I；
The substituent group of the substitution phenyl boric acid is-CH3、-CH2CH3、-C(CH3)3、-F、-Cl、-Br、-I、-OCH3Or-COCH3；
The amount ratio of the substitution benzyl bromine and the substance of the substitution phenyl boric acid is 1: 1-1: 6；
The mixed solvent is that pure water and following any organic solvent mix in any proportion, and the organic solvent is PEG400, PEG2000, isopropanol, n-butanol and ethylene glycol；
The catalyst and the ratio of the amount of the substance of the substitution benzyl bromine are：0.001-0.05∶1；
The mixed solvent and the ratio of the amount of the substance of the substitution benzyl bromine are 15-50: 1；
The situ catalytic System Catalyst of the palladium compound/ligand composition is PdCl2The situ catalytic body of/P, O- ligand composition System, the P, O ligands refer to the compound of structure as follows：
2. the synthetic method of diarylcarbinols class compound according to claim 1, it is characterised in that：The substitution benzyl bromine Or the maximum inventory of the substitution phenyl boric acid is 20mmol.
3. the synthetic method of diarylcarbinols class compound according to claim 1, it is characterised in that：The mixed solvent It is mixed in v: v=2: 1 ratio for pure water and organic solvent.
4. the synthetic method of diarylcarbinols class compound according to claim 1, it is characterised in that：The alkali with it is described It is 2-10: 1 to replace the ratio of the amount of the substance of benzyl bromine.
5. the synthetic method of diarylcarbinols class compound according to claim 1, it is characterised in that：The alkali is carbonic acid Any one in sodium, potassium carbonate, sodium bicarbonate, saleratus, potassium hydroxide, sodium hydroxide, potassium phosphate, sodium phosphate.
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