Hydrochloric Acid → 1-chloro-(E)-10-dodecen-7-yne

A Grignard mixture containing 3 moles of 8-chloro-1-octynyl magnesium chloride in 900 g of tetrahydrofuran was introduced into a reaction vessel and agitated for several minutes with addition of 3 g of copper (I) chloride. Thereafteer, 271.5 g (3 moles) of (E)-2-butenyl chloride were added dropwise to the mixture which was kept at a temperature not to exceed 65° C. followed by further continued agitation for 1.5 hours to complete the reaction. Thereafter, 800 g of an aqueous solution containing 5% ammonium chloride and 5% hydrogen chloride were added to the reaction mixture to effect the hydrolysis. The mixture was then subjected to phase separation and the organic phase was freed from tetrahydrofuran and then to rectification distillation to give 451 g of 1-chloro-(E)-10-dodecen-7-yne having a purity of 95%. The yield of this compound was 72% of the theoretical value.

1. additionwas introduced into a reaction vessel
2. customto exceed 65° C.
3. customthe reaction
4. additionwere added to the reaction mixture
5. customthe hydrolysis
6. customThe mixture was then subjected to phase separation
7. distillationto rectification distillation

ORDレコード

ord-d0cbfcf4624645c0a07178e0f4e6642f

出典データセット

uspto-grants-1990_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04918252