IT1155794B - Opt. substd. benzyl alcohol and benzaldehyde prepn. - by reacting benzoic acid with ethyl or isobutyl chloroformate to give benzoyl-ethyl-carbonate, then catalytic hydrogenation and opt. oxidn. - Google Patents

Opt. substd. benzyl alcohol and benzaldehyde prepn. - by reacting benzoic acid with ethyl or isobutyl chloroformate to give benzoyl-ethyl-carbonate, then catalytic hydrogenation and opt. oxidn.

Info

Publication number
IT1155794B
IT1155794B IT4781178A IT4781178A IT1155794B IT 1155794 B IT1155794 B IT 1155794B IT 4781178 A IT4781178 A IT 4781178A IT 4781178 A IT4781178 A IT 4781178A IT 1155794 B IT1155794 B IT 1155794B
Authority
IT
Italy
Prior art keywords
ethyl
opt
benzyl alcohol
benzaldehyde
benzoic acid
Prior art date
Application number
IT4781178A
Other languages
Italian (it)
Other versions
IT7847811A0 (en
Inventor
Witt Paolo De
Maria Ornella Tinti
Original Assignee
Sigma Tau Ind Farmaceuti
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sigma Tau Ind Farmaceuti filed Critical Sigma Tau Ind Farmaceuti
Publication of IT7847811A0 publication Critical patent/IT7847811A0/en
Priority to IT4781178A priority Critical patent/IT1155794B/en
Priority to NLAANVRAGE7900366,A priority patent/NL186313C/en
Priority to CH47579A priority patent/CH641752A5/en
Priority to US06/004,447 priority patent/US4239702A/en
Priority to BE193029A priority patent/BE873645A/en
Priority to DE19792902541 priority patent/DE2902541A1/en
Priority to PT7969138A priority patent/PT69138A/en
Priority to NO790258A priority patent/NO149956C/en
Priority to DK33879A priority patent/DK33879A/en
Priority to AU43694/79A priority patent/AU523640B2/en
Priority to LU80835A priority patent/LU80835A1/en
Priority to ES477207A priority patent/ES477207A1/en
Priority to GB7902895A priority patent/GB2013203B/en
Priority to FR7902124A priority patent/FR2415614A1/en
Priority to AT0059779A priority patent/AT364808B/en
Priority to SE7900715A priority patent/SE448372B/en
Priority to CA000320388A priority patent/CA1121383A/en
Priority to MX79101159U priority patent/MX5736E/en
Priority to JP864779A priority patent/JPS54112831A/en
Priority to IE86/79A priority patent/IE47646B1/en
Application granted granted Critical
Publication of IT1155794B publication Critical patent/IT1155794B/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00Compounds having —CHO groups
    • C07C47/52Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/575Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C07C29/149Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/18Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/26Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C07C45/292Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C07C45/298Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with manganese derivatives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/30Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation

Abstract

Prodn. of aromatic alcohols and aldehydes comprises (a) reaction of benzoic acid or its derivs. with isobutyl or ethyl-chloroformate, in the presence of an anhydrous base and an ahydrous, inert solvent, at 5-10 degrees C and atmospheric pressure, to obtain the corresp. mixed anhydride (b) catalytic hydrogenation of the mixed anhydride from (a) at 55-65 degrees C and 10.5-17.5kg/cm2 for 8-12 hrs. to give the corresp. benzyl alcohol (c) oxidation of the benzyl alcohol from stage (b) to give the corresp. aldehyde. Prods. have numerous uses e.g. benzaldehyde is used in the mfr. of dyes, flavours, etc., is an intermediate for mandelic and cinnamic acid prodn. and a solvent; benzyl alcohol is used as a bacteriostat and as a solvent for gelatine, casein and cellulose acetate; 3,4,5-trimethoxybenzaldehyde is an intermediate for trimethoprim. and other pharmaceuticals.
IT4781178A 1978-01-27 1978-01-27 Opt. substd. benzyl alcohol and benzaldehyde prepn. - by reacting benzoic acid with ethyl or isobutyl chloroformate to give benzoyl-ethyl-carbonate, then catalytic hydrogenation and opt. oxidn. IT1155794B (en)

Priority Applications (20)

Application Number Priority Date Filing Date Title
IT4781178A IT1155794B (en) 1978-01-27 1978-01-27 Opt. substd. benzyl alcohol and benzaldehyde prepn. - by reacting benzoic acid with ethyl or isobutyl chloroformate to give benzoyl-ethyl-carbonate, then catalytic hydrogenation and opt. oxidn.
NLAANVRAGE7900366,A NL186313C (en) 1978-01-27 1979-01-17 PROCESS FOR THE PREPARATION OF BENZYL ALCOHOLS AND BENZALDEHYDES
CH47579A CH641752A5 (en) 1978-01-27 1979-01-18 PROCEDURE FOR THE PREPARATION OF AROMATIC ALCOHOLS.
US06/004,447 US4239702A (en) 1978-01-27 1979-01-18 Process for preparing aromatic aldehydes and alcohols
BE193029A BE873645A (en) 1978-01-27 1979-01-23 IMPROVED PROCESS FOR THE PREPARATION OF ALDEHYDES AND AROMATIC ALCOHOLS, IN PARTICULAR OF BENZALDEHYDE, BENZYL ALCOHOL AND THEIR DERIVATIVES
DE19792902541 DE2902541A1 (en) 1978-01-27 1979-01-24 IMPROVED PROCESS FOR THE PRODUCTION OF AROMATIC ALDEHYDE AND ALCOHOLS, IN PARTICULAR BENZALDEHYDE, BENZYL ALCOHOL AND THEIR DERIVATIVES
LU80835A LU80835A1 (en) 1978-01-27 1979-01-26 IMPROVED PROCESS FOR THE PREPARATION OF ALDEHYDES AND AQUE ALCOHOLS AND THEIR ROMATIC DERIVATIVES, IN PARTICULAR OF BENZALDEHYDE, BENZYLI ALCOHOL
FR7902124A FR2415614A1 (en) 1978-01-27 1979-01-26 PROCESS FOR THE PREPARATION OF ALDEHYDES AND AROMATIC ALCOHOLS, IN PARTICULAR OF BENZALDEHYDE, BENZYL ALCOHOL AND THEIR DERIVATIVES
DK33879A DK33879A (en) 1978-01-27 1979-01-26 PROCEDURE FOR THE PREPARATION OF AROMATIC ALDEHYDES OR ALCOHOLS
AU43694/79A AU523640B2 (en) 1978-01-27 1979-01-26 Preparing aromatic aldehydes and alcohols
PT7969138A PT69138A (en) 1978-01-27 1979-01-26 Improved process for preparing aromatic aldehydes and alcohols in particular benzaldehyde benzyl alcohol and derivatives thereof
ES477207A ES477207A1 (en) 1978-01-27 1979-01-26 Process for preparing aromatic aldehydes and alcohols
GB7902895A GB2013203B (en) 1978-01-27 1979-01-26 Process for preparing aromatic aldehydes and alcohols
NO790258A NO149956C (en) 1978-01-27 1979-01-26 PROCEDURE FOR PREPARING BENZYL ALCOHOL AND DERIVATIVES THEREOF.
AT0059779A AT364808B (en) 1978-01-27 1979-01-26 METHOD FOR PRODUCING BENZYL ALCOHOL AND SUBSTITUTED BENZYL ALCOHOLS
SE7900715A SE448372B (en) 1978-01-27 1979-01-26 PROCEDURE FOR PREPARING BENZYL ALCOHOL AND DERIVATIVES THEREOF
CA000320388A CA1121383A (en) 1978-01-27 1979-01-26 Process for preparing aromatic aldehydes and alcohols, in particular benzaldehyde, benzyl alcohol and derivatives thereof
MX79101159U MX5736E (en) 1978-01-27 1979-01-26 PROCEDURE FOR PREPARING BENZYL ALCOHOL AND BENZALDEHYDE
JP864779A JPS54112831A (en) 1978-01-27 1979-01-27 Manufacture of aromatic alcohol and aldehyde
IE86/79A IE47646B1 (en) 1978-01-27 1979-01-30 Process for preparing aromatic aldehydes and alcohols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT4781178A IT1155794B (en) 1978-01-27 1978-01-27 Opt. substd. benzyl alcohol and benzaldehyde prepn. - by reacting benzoic acid with ethyl or isobutyl chloroformate to give benzoyl-ethyl-carbonate, then catalytic hydrogenation and opt. oxidn.

Publications (2)

Publication Number Publication Date
IT7847811A0 IT7847811A0 (en) 1978-01-27
IT1155794B true IT1155794B (en) 1987-01-28

Family

ID=11262663

Family Applications (1)

Application Number Title Priority Date Filing Date
IT4781178A IT1155794B (en) 1978-01-27 1978-01-27 Opt. substd. benzyl alcohol and benzaldehyde prepn. - by reacting benzoic acid with ethyl or isobutyl chloroformate to give benzoyl-ethyl-carbonate, then catalytic hydrogenation and opt. oxidn.

Country Status (3)

Country Link
AT (1) AT364808B (en)
BE (1) BE873645A (en)
IT (1) IT1155794B (en)

Also Published As

Publication number Publication date
IT7847811A0 (en) 1978-01-27
ATA59779A (en) 1981-04-15
AT364808B (en) 1981-11-25
BE873645A (en) 1979-05-16

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