Propargyl alcohol → 1-Bromo-4-[(prop-2-yn-1-yl)oxy]butane

A mixture of 2-propyn-1-ol (10 g), 1,4-dibromobutane (60 ml), 50% aqueous sodium hydroxide (60 ml) and TAB (2 g) was stirred vigorously overnight. Water (250 ml) was added and the mixture was extracted with ether (2×200 ml). The organic extracts were dried and concentrated to a yellow oil which was purified by FCC (hexane→System D 19:1) to give the title compound as a colourless oil (19.7 g). T.l.c. (System D 19:1) Rf 0.37.

1. extractionthe mixture was extracted with ether (2×200 ml)
2. customThe organic extracts were dried
3. concentrationconcentrated to a yellow oil which
4. customwas purified by FCC (hexane→System D 19:1)

ORD record

ord-231775494dfc4fbb9930b927335c182a

Source dataset

uspto-grants-1989_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04853381