JPS5686190A - Novel silylating agent and its preparation - Google Patents
Novel silylating agent and its preparationInfo
- Publication number
- JPS5686190A JPS5686190A JP16285479A JP16285479A JPS5686190A JP S5686190 A JPS5686190 A JP S5686190A JP 16285479 A JP16285479 A JP 16285479A JP 16285479 A JP16285479 A JP 16285479A JP S5686190 A JPS5686190 A JP S5686190A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- silylating agent
- lower alkyl
- acid ester
- lithiofatty
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- -1 silyl halide Chemical class 0.000 abstract 3
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- AFRJJFRNGGLMDW-UHFFFAOYSA-N lithium amide Chemical compound [Li+].[NH2-] AFRJJFRNGGLMDW-UHFFFAOYSA-N 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 238000006884 silylation reaction Methods 0.000 abstract 1
- 150000003509 tertiary alcohols Chemical class 0.000 abstract 1
Abstract
PURPOSE: To use an O-silylketene acetal obtained by reacting a lithiofatty acid ester with a silyl halide as a silylating agent.
CONSTITUTION: A fatty acid ester or formula I (R is H or lower alkyl; R4 is lower alkyl) is reacted with lithium amide to give a lithiofatty acid ester of formula II, which is then reacted with a silyl halide of formula III (R1, R2 and R3 are lower alkyl; Hal is halogen) to afford an O-silylketene acetal of formula IV. An organic amine (H.Z) present in the reaction mixture is converted into a quaternary ammonium salt and removed from the reaction mixture, and the aimed compound of formula IV is then readily isolated. The resultant compound of formula IV is so highly active as to silylate even a tertiary alcohol and is an excellent silylating agent capable of forming a silylation product of high purity quantitatively under very mild conditions.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16285479A JPS5686190A (en) | 1979-12-17 | 1979-12-17 | Novel silylating agent and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16285479A JPS5686190A (en) | 1979-12-17 | 1979-12-17 | Novel silylating agent and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5686190A true JPS5686190A (en) | 1981-07-13 |
| JPH021149B2 JPH021149B2 (en) | 1990-01-10 |
Family
ID=15762499
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16285479A Granted JPS5686190A (en) | 1979-12-17 | 1979-12-17 | Novel silylating agent and its preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5686190A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4482729A (en) * | 1984-03-04 | 1984-11-13 | Daikin Kogyo Co., Ltd. | Fluoroalkyl silyl ketene acetals and a process for preparing the same |
-
1979
- 1979-12-17 JP JP16285479A patent/JPS5686190A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4482729A (en) * | 1984-03-04 | 1984-11-13 | Daikin Kogyo Co., Ltd. | Fluoroalkyl silyl ketene acetals and a process for preparing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH021149B2 (en) | 1990-01-10 |
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