Hydrogen Bromide → 1-(2-Bromoethyl)adamantane

A mixture of hydrobromic acid (26.2 g, 48%), concentrated sulphuric acid (10.82 g), and 2-(adamantan-1-yl)ethanol (10.82 g, 0.06 mol) was stirred and heated under reflux for 6 h. After cooling, water (60 ml) was added to the reaction mixture and the mixture was shaken. The organic layer was separated, and was then extracted with ether (3×100 ml). The extracts were combined, washed with water (1×20 ml) and with sodium carbonate solution (20 ml, 10% w/v) and the ether solution was then dried (MgSO4). The ether solution was concentrated under reduced pressure to give a solid, which was recrystallised from aqueous ethanol, to afford 1-(adamantan-1-yl)-2-bromoethane as white plates, m.p. 71°-72°.

1. temperatureheated
2. temperatureunder reflux for 6 h
3. temperatureAfter cooling
4. stirringthe mixture was shaken
5. customThe organic layer was separated
6. extractionwas then extracted with ether (3×100 ml)
7. washwashed with water (1×20 ml) and with sodium carbonate solution (20 ml, 10% w/v)
8. dry with materialthe ether solution was then dried (MgSO4)
9. concentrationThe ether solution was concentrated under reduced pressure
10. customto give a solid, which
11. customwas recrystallised from aqueous ethanol

ORDレコード

ord-f524c5947f1446298678f67ac6739ae4

出典データセット

uspto-grants-1982_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04328234