Hydrogen Bromide → HCID 53760007, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2.25 N hydrogen bromide in ether (1.8 ml) is added to 8-t-butyldiphenylsiloxy-3,7-dimethyl-1-octen-3-ol (1.64 g) in ether (15 ml) dropwise at -70° C. The solution is warmed at 0° C. for 2 hours followed by the addition of solid sodium bicarbonate and then aqueous sodium bicarbonate to pH 7. The layers are separated, the aqueous layer re-extracted with ether and the combined ether extracts are washed with aqueous sodium bicarbonate, brine and dried (Na2SO4). The solids are filtered and the filtrate is evaporated in vacuo to give 8-t-butyldiphenylsiloxy-1-bromo-3,7-dimethyl-oct-2-ene as a yellow oil (1.66 g).

Provenance & Evidence