Allyl bromide → HCID 21434051、化合物

12.0 g (0.25 mol) of 50% sodium hydride dispersion in mineral oil are freed from the mineral oil with hexane and covered with a layer of 150 cc of absolute 1,2-dimethoxy ethane. A solution of 35.4 g (0.3 mol) of 2,5-hexandiol in 60 cc of absolute 1,2-dimethoxy ethane is added at 5°-10° over a period of 90 minutes and while stirring to the resulting suspension. After stirring for 2 hours at 50°, the mixture is cooled to 10° and 24.2 g (0.2 mol) of allyl-bromide in 40 cc of dry 1,2-dimethoxy ethane are added dropwise. The mixture is slowly heated to 60° and stirred at this temperature for 16 hours. After this period the reaction mixture is cooled to room temperature. After adding 200 cc amounts of ether and water the mixture is vigorously stirred for 15 minutes and the organic phase is separated off in a separating funnel. The ether extract is washed with saturated salt solution, dried over sodium sulphate and evaporated. The residue is purified by chromatography on silica gel with hexane/ethyl acetate (2:1), whereby, according to gas-chromatography, pure 5-allyloxy-2-hexanol is obtained as a colourless oil.

1. stirringAfter stirring for 2 hours at 50°
2. temperaturethe mixture is cooled to 10°
3. temperatureThe mixture is slowly heated to 60°
4. stirringstirred at this temperature for 16 hours
5. stirringis vigorously stirred for 15 minutes
6. customthe organic phase is separated off in a separating funnel
7. extractionThe ether extract
8. washis washed with saturated salt solution
9. dry with materialdried over sodium sulphate
10. customevaporated
11. customThe residue is purified by chromatography on silica gel with hexane/ethyl acetate (2:1), whereby

ORDレコード

ord-838b1778d58a41218a2b8d1673680206

出典データセット

uspto-grants-1977_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04025641