5-Hexen-1-ol → 1-Bromohex-3-ene

Participants

Reaction Steps

With reference to FIG. 25, olefin metathesis provides, however, an affordable method to produce 8-bromooctan-1-ol. The symmetrical 1,6 dibromo-3-hexene is made by the cross-metathesis of 1-bromo-3-hexene (removing the volatile 3-hexene under vacuum). 1-Bromo-3-hexene is prepared from commercially available leaf alcohol (Bedoukian, Danbury Conn.) that sells for approximately $50 U.S./Kg, and 1,10-diacetoxy-5-decene is prepared by the cross-metathesis of hexenyl acetate. Hexenyl acetate is prepared from hexenol by conventional methods. 5-Hexenol sells for approximately $50 U.S./Kg and is available from Degussa-Huls, Somerset, N.J.

Provenance & Evidence