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US4465869A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the production of glyceryl ethers

Assignee: Kao Corp
•
Filing: 1982-07-19
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Granted: 1984-08-14
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Expires: 2002-07-19
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Abstract

Abstract The specification describes a process for the production of a 4-alkoxymethyl-1,3-dioxolan in good yield, in high purity and in a simple manner by reacting an alkyl glycidyl ether with a carbonyl compound in the presence of an acid catalyst. The 4-alkoxymethyl-1,3-dioxolan is useful as an intermediate for the production of an α-monoalkyl glyceryl ether by hydrolysis.

Inventors

  • 👤 Naotake Takaishi
  • 👤 Kouichi Urata
  • 👤 Yoshiaki Inamoto

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 13:28
CPC Classifications
C; C07; C07D; C07D317/00; C07D317/08; C07D317/10; C07D317/14; C07D317/18; C07D317/22

Claims Analysis

Total Claims: 2
Claim 1
Independent Claim 173 words
A process for the production of an α-monoalkylglyceryl ether represented by the formula (III): ##STR18## where R is a saturated or unsaturated, straight chain or branched chain aliphatic hydrocarbyl group having from 8 to 24 carbon atoms, which process is characterized in that an alkyl glycidyl ether represented by the formula (I): ##STR19## where R is as defined above and a carbonyl compound of formula R 1 COR 2 wherein R 1 is a hydrogen atom or hydrocarbyl group and R 2 is a hydrocarbyl group respectively are reacted in the presence of a Lewis acid catalyst, to obtain a 4-alkoxymethyl-1,3-dioxolan represented by the formula (II): ##STR20## where R is as defined above, R 1 and R 2 are as defined above, and said alkoxymethyl-1,3-dioxolan is then hydrolyzed to said α-monoalkyl-glyceryl ether, said alkyl glycidyl ether and the carbonyl compound being reacted in a molar ratio of 1:1-30, the Lewis acid catalyst being employed in an amount of 0.001-0.2 mole per mole of alkyl glycidyl ether, and the reaction temperature being 0°-70° C.
Claim 2
Dependent Claim 173 words
A process for the production of an α-monoalkylglyceryl ether represented by the formula (III): ##STR18## where R is a saturated or unsaturated, straight chain or branched chain aliphatic hydrocarbyl group having from 8 to 24 carbon atoms, which process is characterized in that an alkyl glycidyl ether represented by the formula (I): ##STR19## where R is as defined above and a carbonyl compound of formula R 1 COR 2 wherein R 1 is a hydrogen atom or hydrocarbyl group and R 2 is a hydrocarbyl group respectively are reacted in the presence of a Lewis acid catalyst, to obtain a 4-alkoxymethyl-1,3-dioxolan represented by the formula (II): ##STR20## where R is as defined above, R 1 and R 2 are as defined above, and said alkoxymethyl-1,3-dioxolan is then hydrolyzed to said α-monoalkyl-glyceryl ether, said alkyl glycidyl ether and the carbonyl compound being reacted in a molar ratio of 1:1-30, the Lewis acid catalyst being employed in an amount of 0.001-0.2 mole per mole of alkyl glycidyl ether, and the reaction temperature being 0°-70° C.

References Cited (Backward Citations)

US2038705A Cited
US2197467A Cited
US2028403A Cited
US2156724A Cited
GB784225A Cited
US3629287A Cited
US3725438A Cited
JPS6166186A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-08-14 1988-02-13 1988-08-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-08-14 1992-02-13 1992-08-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-08-14 1996-02-13 1996-08-14 $7700.00 Window Closed / Lapsed

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