HCID 10910716, compound → 8Z-16-bromohexadec-8-enoic acid
Reaction equation
[Br-].[C:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([OH:4])=[O:3].[Br:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH:39]=O>O1CCCC1>[Br:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]/[CH:39]=[CH:11]\[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][C:2]([OH:4])=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
48.5 g (0.1 mol) of (7-carboxyheptyl)triphenylphosphonium bromide were suspended in 150 ml of tetrahydrofuran. After the addition of 24.7 g (0.22 mol) of potassium t-butylate in 50 ml of tetrahydrofuran 26.4 g (0.12 mol) of 8-bromooctanal were added dropwise. After the usual work up 35.4 g of crude 8Z-16-bromohexadec-8-enoic acid were obtained having the following characteristics: Z/E=93/6;