US4360686A
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Silylation of organic compounds
Assignee: Dow Chemical Co
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Filing: 1981-09-03
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Granted: 1982-11-23
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Expires: 2001-09-03
Abstract
Abstract Active hydrogen-containing compounds are silylated by contacting with trimethylsilyl trichloroacetate at elevated temperatures in the presence of an initiator.
Inventors
- 👤 Pen-Chung Wang
- 👤 James M. Renga
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 00:02
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1896; C07F7/0803; C07F7/0825; C07F7/0827; C07F7/10; C07F7/1804; C07F7/1872; C07F7/188
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
51 words
A process for the silylation of active hydrogen-containing compounds of up to about 20 carbons selected from the group consisting of hydroxyl- or thiol-substituted aromatic compounds, carboxylic acids, amides, β-ketoesters and ethynyl-containing compounds comprising reacting the active hydrogen-containing compound with trimethylsilyl trichloroacetate at elevated temperatures in the presence of an initiator.
Claim 2
Dependent Claim
51 words
A process for the silylation of active hydrogen-containing compounds of up to about 20 carbons selected from the group consisting of hydroxyl- or thiol-substituted aromatic compounds, carboxylic acids, amides, β-ketoesters and ethynyl-containing compounds comprising reacting the active hydrogen-containing compound with trimethylsilyl trichloroacetate at elevated temperatures in the presence of an initiator.
Claim 3
Dependent Claim
148 words
The process of claim 1 wherein the active hydrogen-containing compound is selected from the group consisting of: (a) hydroxyl- or thiol-substituted aromatic compounds of the formula ArXH where Ar is an aromatic carbocyclic or an aromatic nitrogen- , sulfur- or oxygen-containing heterocyclic group, optionally substituted with inert substituents, and X is oxygen, sulfur or --NR-- wherein R is lower alkyl or phenyl; (b) carbonyl-containing compounds of the formula R 1 --CO 2 H, R 2 CONR 3 H, or RC(O)CH 2 COOR where R is as previously defined, R 1 is an aromatic, aliphatic or cycloaliphatic group optionally substituted with inert substituents, R 2 and R 3 individually are alkyl or aryl and together may form a hydrocarbylene or hydrocarboxylene moiety and R 2 and R 3 may optionally be substituted with inert substituents; and (c) ethynyl-containing compounds of the formula RC.tbd.CH where R is as previously defined.
Claim 4
Dependent Claim
25 words
The process of claim 2 wherein the inert substituents are selected from the group consisting of lower alkyl, lower alkoxy, halo, haloalkyl, nitro and cyano.
Claim 5
Dependent Claim
40 words
The process of claim 1 wherein the initiator comprises either a basic catalyst selected from the group consisting of alkali metal alkoxides, salts of strong bases and weak acids and non-nucleophilic organic bases or a quaternary ammonium or phosphonium salt.
Claim 6
Dependent Claim
16 words
The process of claim 4 wherein the initiator comprises a basic catalyst and a solubilizing agent.
Claim 7
Dependent Claim
22 words
The process of claim 5 wherein the basic catalyst is an alkali metal carbonate and the solubilizing agent is a cyclic polyether.
Claim 8
Dependent Claim
17 words
The process of claim 1 wherein the temperature is from about 100° C. to about 180° C.
Claim 9
Dependent Claim
17 words
The process of claim 7 wherein the temperature is from about 110° C. to about 150° C.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-11-22 | 1986-05-24 | 1986-11-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-11-22 | 1990-05-24 | 1990-11-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-11-22 | 1994-05-24 | 1994-11-23 | $7700.00 | Window Closed / Lapsed |