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ChemicalBook CAS DataBase List 1,4-Butanediol vinyl ether

1,4-Butanediol vinyl ether synthesis

2synthesis methods
1,4-Butanediol vinyl ether is prepared by reacting acetylene and 1,4-butanediol in the presence of potassium hydroxide and potassium alkoxide catalyst:    1,4-Butanediol vinyl ether    Since 1,4-butanediol contains two hydroxyl groups and the product contains active vinyl ether functional groups, some side reactions will occur. For example, further reaction of HBVE with acetylene to generate divinyl ether, and self-condensation reaction of HBVE to form a cyclic acetal. A superbase catalytic system CsF–NaOH was developed for the preparation of HBVE at a temperature of 138–14 °C and under initial acetylene pressure of 1.0–1.2 MPa. The conversion of 1,4-butanediol was 100% and the total yield of the vinyl ethers was 80% at catalyst dosage (7 mol% CsF and 7 mol% NaOH based on 1,4-butanediol) and after reaction for 3 h. Some researchers also developed heterogeneous catalysts for the reaction of acetylene and 1,4-butanediol to obtain HBVE. Potassium hydroxide was supported on carriers such as aluminum oxide, molecular sieves, silica gel and zirconia.
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Yield:17832-28-9 48% ,3891-33-6 10%

Reaction Conditions:

with sodium hydroxide;cesium fluoride at 138 - 140; under 7355.08 - 8826.1 Torr; for 2 h;

References:

Oparina;Khil'ko;Chernyshova;Shaikhudinova;Parshina;Preiss;Henkelmann;Trofimov [Russian Journal of Organic Chemistry,2005,vol. 41,# 5,p. 661 - 666]

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