US4754045A
Expired / Lapsed
US
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Method for producing hydroxyphenylpropionic acid ester
Assignee: Sumitomo Chemical Co Ltd
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Filing: 1986-05-29
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Granted: 1988-06-28
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Expires: 2006-05-29
Abstract
Abstract Method for producing 3,9-bis{2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]-1,1- dimethylethyl}-2,4,8,10-tetraoxaspiro[5.5]undecane by ester exchange of a 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)-propionic acid ester with 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane at a temperature of 170 DEG -250 DEG C. using a calcium compound as a catalyst in an amount of 0.05-1.5 moles per mole of the 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undec ane.
Inventors
- 👤 Manji Sasaki
- 👤 Chinehito Ebina
- 👤 Haruki Okamura
- 👤 Shinichi Yachigo
- 👤 Tamaki Ishii
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 15:10
CPC Classifications
C; C07; C07D; C07D493/00; C07D493/02; C07D493/10
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
91 words
A method for producing 3,9-bis{2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]-1,1-dimethylethyl}-2,4,8,10-tetraoxaspiro[5.5]undecane represented by the formula (III), ##STR7## which comprises reacting, by an ester exchange reaction, a 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)-propionic acid ester represented by the formula (I), ##STR8## wherein R 1 represents a C 1 -C 3 alkyl group, with 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane represented by the formula (II), ##STR9## in which said ester exchange reaction is carried out at a temperature of from 170° to 250° C. using a calcium compound as a catalyst in an amount of 0.05-1.5 times, by molar ratio, the amount of the compound of the formula (II).
Claim 2
Independent Claim
91 words
A method for producing 3,9-bis{2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]-1,1-dimethylethyl}-2,4,8,10-tetraoxaspiro[5.5]undecane represented by the formula (III), ##STR7## which comprises reacting, by an ester exchange reaction, a 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)-propionic acid ester represented by the formula (I), ##STR8## wherein R 1 represents a C 1 -C 3 alkyl group, with 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane represented by the formula (II), ##STR9## in which said ester exchange reaction is carried out at a temperature of from 170° to 250° C. using a calcium compound as a catalyst in an amount of 0.05-1.5 times, by molar ratio, the amount of the compound of the formula (II).
Claim 3
Dependent Claim
13 words
A method as claimed in claim 1, wherein the catalyst is calcium oxide.
Claim 4
Dependent Claim
13 words
A method as claimed in claim 1, wherein the catalyst is calcium hydride.
Claim 5
Dependent Claim
13 words
A method as claimed in claim 1, wherein the catalyst is calcium hydroxide.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-06-28 | 1991-12-28 | 1992-06-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-06-28 | 1995-12-28 | 1996-06-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-06-28 | 1999-12-28 | 2000-06-28 | $7700.00 | Window Closed / Lapsed |