WO1985002401A1 - PROCESS FOR OBTAINING ALKYL ETHERS OF alpha-(4-OXY-3,5-DI-TERT. BUTYLPHENYL)-PROPIONIC ACID - Google Patents
PROCESS FOR OBTAINING ALKYL ETHERS OF alpha-(4-OXY-3,5-DI-TERT. BUTYLPHENYL)-PROPIONIC ACID Download PDFInfo
- Publication number
- WO1985002401A1 WO1985002401A1 PCT/SU1983/000045 SU8300045W WO8502401A1 WO 1985002401 A1 WO1985002401 A1 WO 1985002401A1 SU 8300045 W SU8300045 W SU 8300045W WO 8502401 A1 WO8502401 A1 WO 8502401A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- tert
- butylphenol
- butylphenolate
- mol
- τρеτ
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/732—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
Definitions
- the area of technology 5 Invention is related to organic synthesis, and moreover, to the method of emitting alkylenes ⁇ - (4- ⁇ ksy-3,5-di-pyrolithium).
- Butylphenol with alkylakrilatom bring about a temperature of -70 -50 ° C. Below 70 ° C, the process is not recommended, since the temperature is below 70 ° C, a decrease in the speed of the reaction takes place. Above -50 ° C, there is no practical process due to the formation of side products.
- the best option for the invention of the invention is that of the index of the image generated by the above-described image, number 2, ⁇ -da- ⁇ et.bu-typhyla-phyla-laryn.
- the reaction can be carried out both in the current system, as well as in the closed system (autoclave).
- autoclave In the case of the introduction of the process of interaction of 2,6-di-tré g buti-enol with an alkylacrylate in the same system (atmo- spherical pressure), a good -The reaction runs in the temperature range of 70 -50 ° C, but it is desirable to run the process because of the boiling point of the active mass.
- the target product is distinguished by solidification in a vacuum, solidification of concrete. The space is in the technical and apparatusuric format.
- Pteimer I 5 ⁇ ⁇ lbe equipped with a ⁇ réelletshm ⁇ ldalnik ⁇ m, a throttle body for ⁇ tb ⁇ water and an inlet for other gas, it is used in atm. -mol) hydroxide, every 250 ml of water and water temperature (88 -40 ° C) minute ⁇ and ⁇ 50 ° ⁇ . They receive a certificate of composition: hydroxide of the oxide - 0.5 wt.h. , 2, ⁇ -da- ⁇ réelle ⁇ .butylphenolate - 99 parts by weight, 2, ⁇ -di- ⁇ etg 15 butylphenol - 0.5 parts by weight. (see table).
- ⁇ 0.43 g of the indicated composition is 9.95 g (0.048 g-mol) 2, ⁇ -di- ⁇ ret. Butylphaeol and 5 ml (0.05 ⁇ g.
- the reaction mixture takes 2 hours, and this temperature rises from 70 to -50 ° C, 20 ° C cool to 70 ° C, neutralizes 5% sulfuric acid (3.5% sulfuric acid) butylphenyl) -pro- pyonic acid otfil'trovayut in the amount of 14, 5g (98 ot theoretical), t .pl. 64- ⁇ 5 ° C.
- Example 2 25 ⁇ nalogichno ⁇ ime ⁇ êt I of 45g (0.2 g-mol) 4-methyl-
- 25 atazat ⁇ which is indicated in the table, is used under the conditions of dimension I with the only difference that it heats up 2 ⁇ , 2g (0.1 g-mol) 2.4, ⁇ il- ⁇ and , 7 ⁇ g (0, 069 g-mol) of sodium hydroxide in 250 ml of xyl and after the end of the reaction, the dispenser
- the catalyst uses an analogous model I with the only difference that after the filter it heats up to -50 ° C in a vacuum (20 mm. Further, in a ⁇ réelle ⁇ g ⁇ ly ⁇ lb they load 39.14 g (0.16 g-mol) 2,6-di- ⁇ réelle ⁇ .butshi ⁇ eya ⁇ la, 2.44 g (0.01 g-mol) of catalyst / see table / and 23 , 5 ml (0.26 g-mol) methylakrlata. The mixture heats up and withstands ⁇ and ⁇ 20 ° ⁇ for 1 hour and ⁇ and ⁇ 30 ° ⁇ for 1 hour.
- Za ⁇ em 0 ⁇ ea ⁇ tsi ⁇ nnuyu weight ⁇ lazhdayu ⁇ d ⁇ 80 ° C and 50 ml ⁇ azbavlyayu ⁇ beyazina, benzin ⁇ vy ⁇ as ⁇ v ⁇ ⁇ b ⁇ aba ⁇ yvayu ⁇ 48 ml 3 -ya ⁇ y s ⁇ lyan ⁇ y ⁇ isl ⁇ y, ⁇ myvayu ⁇ v ⁇ d ⁇ y d ⁇ yaey ⁇ alya ⁇ y ⁇ ea ⁇ - tion, and ⁇ delyayu ⁇ u ⁇ a ⁇ ivayu ⁇ ⁇ ganichee ⁇ y sl ⁇ y, ⁇ s ⁇ a ⁇ ⁇ dve ⁇ gayu ⁇ va ⁇ uum- ⁇ e ⁇ eg ⁇ ya ⁇ e ⁇ i 20 mm ⁇ . st. with a target factor of 5, ⁇ .p. 200-204 ° C. Receives 52.9 g
- the catalyst is similar to that of I, with the only difference that it weighs 42 g (0.02 ⁇ n ⁇ l) 2,6-di- ⁇ et. - ⁇ réelle ⁇ and ⁇ 50 ° ⁇ in a vacuum ⁇ and 20 mm ⁇ .st.
- Example 10 (comparative). ⁇ a mixture of 9.95 g (0.048 g-mol) of 2,6-di- ⁇ et.butyl-phenol and 0.2 g of 0.0036 g-mol) of the catalyst - the hydrate ⁇ si calciferous, add 5 ml (0.056 g-mol) of methyl - ⁇ a and after the reaction in the conditions of experience I with ⁇ - the next ⁇ van ⁇ em in the vacuum will give 1.77 g (12 $ ⁇ theoret ⁇ chestogo) met ⁇ lo ⁇ - ⁇ ⁇ nic acid, litis. ⁇ pub. 64-65 ° ⁇ . - nine -
- SHOSTAV KATALIZATORA ⁇ number - ⁇ * kata - ⁇ ⁇ ⁇ ⁇ ⁇ more range 2, 6 ⁇ 6-di- ⁇ niyu ⁇ 2.6-s click- ⁇ et. bu- - ⁇ réelle ⁇ .— -di- ⁇ réelle .- another methyl- butyl- butyl- butyl- phin. weight h l ⁇ chn ⁇ g ⁇ weight.h. metal, parts by weight
- al- ilic acid ⁇ efir ⁇ - (4-oxy-3,5-di-toret.butylphenyl) -propo- ionic acid produces the whole yield n ⁇ g ⁇ ⁇ e ⁇ aniya ⁇ ea ⁇ tsii, snizi ⁇ ⁇ as ⁇ d ⁇ a ⁇ aliza ⁇ a 2.5 ⁇ aza, s ⁇ a ⁇ i ⁇ v ⁇ emya ⁇ ea ⁇ tsii 1.5-4 ⁇ aza, ch ⁇ ⁇ zv ⁇ lyae ⁇ in ⁇ ensi ⁇ itsi ⁇ va ⁇ ⁇ tsess and umenydi ⁇ nezhe- la ⁇ elnuyu ⁇ lime ⁇ izatsiyu al ⁇ ila ⁇ ila ⁇ a, u ⁇ s ⁇ i ⁇ ⁇ e ⁇ - n ⁇ l ⁇ giches ⁇ y ⁇ tsess on account v ⁇ zm ⁇ zhn ⁇ s ⁇ i is ⁇ lyucheniya ⁇ as ⁇ -
- the proposed range causes the emission of alkaline ephi U - (4-oxy-Z, 5-di-toret.butylphenyl) -propionic acid, an - 10 - in the case of polymer materials and in the synthesis of thermo-stabilizers of polylephins, polyamides and other polymers.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP84502854A JPS61500548A (ja) | 1983-12-01 | 1983-12-01 | β−(4−ヒドロキシ−3,5−ジ−第三級ブチルフェニル)プロピオン酸アルキルエステルの製法 |
NL8320436A NL8320436A (nl) | 1983-12-01 | 1983-12-01 | Werkwijze voor de bereiding van beta -(4-hydroxy 3,5-di-tert.butylfenyl) propionzure alkylesters. |
DE19833390557 DE3390557C2 (de) | 1983-12-01 | 1983-12-01 | Verfahren zur Herstellung von beta-(4-Hydroxy-3,5-di-tert.-butylphenyl)-propions{urealkylestern |
GB08516865A GB2161162B (en) | 1983-12-01 | 1983-12-01 | Process for obtaining alkyl ethers of b-(4-oxy-3 5-di-tert butylphenyl)-propionic acid |
CH3302/85A CH670634A5 (enrdf_load_stackoverflow) | 1983-12-01 | 1983-12-01 | |
PCT/SU1983/000045 WO1985002401A1 (en) | 1983-12-01 | 1983-12-01 | PROCESS FOR OBTAINING ALKYL ETHERS OF alpha-(4-OXY-3,5-DI-TERT. BUTYLPHENYL)-PROPIONIC ACID |
FI852961A FI852961A0 (fi) | 1983-12-01 | 1983-12-01 | Foerfarande foer framstaellning av alkylestrar av -(4-hydroxi-3,5-di-tert.butylfenyl)-propionsyra. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/SU1983/000045 WO1985002401A1 (en) | 1983-12-01 | 1983-12-01 | PROCESS FOR OBTAINING ALKYL ETHERS OF alpha-(4-OXY-3,5-DI-TERT. BUTYLPHENYL)-PROPIONIC ACID |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1985002401A1 true WO1985002401A1 (en) | 1985-06-06 |
Family
ID=21616822
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/SU1983/000045 WO1985002401A1 (en) | 1983-12-01 | 1983-12-01 | PROCESS FOR OBTAINING ALKYL ETHERS OF alpha-(4-OXY-3,5-DI-TERT. BUTYLPHENYL)-PROPIONIC ACID |
Country Status (7)
Country | Link |
---|---|
JP (1) | JPS61500548A (enrdf_load_stackoverflow) |
CH (1) | CH670634A5 (enrdf_load_stackoverflow) |
DE (1) | DE3390557C2 (enrdf_load_stackoverflow) |
FI (1) | FI852961A0 (enrdf_load_stackoverflow) |
GB (1) | GB2161162B (enrdf_load_stackoverflow) |
NL (1) | NL8320436A (enrdf_load_stackoverflow) |
WO (1) | WO1985002401A1 (enrdf_load_stackoverflow) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR910016673A (ko) * | 1990-03-30 | 1991-11-05 | 베르너 발데크 | 히드록시페닐프로피오네이트의 제조방법 |
US5264612A (en) * | 1992-09-28 | 1993-11-23 | Himont Incorporated | Process for the preparation of aryl-substituted propionic acid esters |
US7667066B2 (en) | 2004-02-27 | 2010-02-23 | Albemarle Corporation | Preparation of sterically hindered hydroxyphenylcarboxylic acid esters |
CN102060705A (zh) * | 2010-11-24 | 2011-05-18 | 上海华谊(集团)公司 | 一种β-(3,5-叔丁基-4-羟基)丙酸甲酯的合成方法 |
CN104387274A (zh) * | 2014-11-21 | 2015-03-04 | 黄峰 | 一种β-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯的生产工艺 |
CN107459443A (zh) * | 2017-09-25 | 2017-12-12 | 甘肃省化工研究院 | 一种2,6‑二叔丁基酚盐的制备方法 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2745882A (en) * | 1953-02-05 | 1956-05-15 | Exxon Research Engineering Co | Dehydrative distillation for preparation of alkali metal salts of 2, 4, 6-trialkylphenols |
US3330859A (en) * | 1961-10-30 | 1967-07-11 | Geigy Chem Corp | Alkyl esters of carboxylic acids containing an alkylhydroxyphenyl group |
US3364250A (en) * | 1965-10-22 | 1968-01-16 | Geigy Chem Corp | Methyl beta-(3, 5-di-tert-butyl-4-hydroxyphenyl) propionate |
JPS56161350A (en) * | 1980-05-16 | 1981-12-11 | Sumitomo Chem Co Ltd | Preparation of phenol |
-
1983
- 1983-12-01 JP JP84502854A patent/JPS61500548A/ja active Pending
- 1983-12-01 WO PCT/SU1983/000045 patent/WO1985002401A1/ru active Application Filing
- 1983-12-01 DE DE19833390557 patent/DE3390557C2/de not_active Expired
- 1983-12-01 GB GB08516865A patent/GB2161162B/en not_active Expired
- 1983-12-01 CH CH3302/85A patent/CH670634A5/de not_active IP Right Cessation
- 1983-12-01 FI FI852961A patent/FI852961A0/fi not_active Application Discontinuation
- 1983-12-01 NL NL8320436A patent/NL8320436A/nl not_active Application Discontinuation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2745882A (en) * | 1953-02-05 | 1956-05-15 | Exxon Research Engineering Co | Dehydrative distillation for preparation of alkali metal salts of 2, 4, 6-trialkylphenols |
US3330859A (en) * | 1961-10-30 | 1967-07-11 | Geigy Chem Corp | Alkyl esters of carboxylic acids containing an alkylhydroxyphenyl group |
US3364250A (en) * | 1965-10-22 | 1968-01-16 | Geigy Chem Corp | Methyl beta-(3, 5-di-tert-butyl-4-hydroxyphenyl) propionate |
JPS56161350A (en) * | 1980-05-16 | 1981-12-11 | Sumitomo Chem Co Ltd | Preparation of phenol |
Also Published As
Publication number | Publication date |
---|---|
FI852961L (fi) | 1985-07-31 |
DE3390557T1 (de) | 1985-11-14 |
FI852961A7 (fi) | 1985-07-31 |
CH670634A5 (enrdf_load_stackoverflow) | 1989-06-30 |
GB2161162B (en) | 1987-12-31 |
DE3390557C2 (de) | 1989-02-16 |
NL8320436A (nl) | 1985-10-01 |
GB8516865D0 (en) | 1985-08-07 |
JPS61500548A (ja) | 1986-03-27 |
GB2161162A (en) | 1986-01-08 |
FI852961A0 (fi) | 1985-07-31 |
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