Phenethyltriphenylphosphonium bromide → HCID 86702773, compound
Reaction equation
[Br-].[CH2:2]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Li]CCCC.[C:34]([CH:39]1[CH2:44][CH2:43][CH:42]([CH2:45][CH:46]=O)[CH2:41][CH2:40]1)([CH2:37][CH3:38])([CH3:36])[CH3:35]>>[C:34]([CH:39]1[CH2:44][CH2:43][CH:42]([CH2:45][CH:46]=[CH:2][CH2:3][C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:41][CH2:40]1)([CH2:37][CH3:38])([CH3:36])[CH3:35]Participants
4
Procedure
Starting from phenethyltriphenylphosphonium bromide (2.00 g, 4.47 mmol, 1.0 equiv.), n-BuLi (1.6 M in hexanes, 2.8 mL, 4.47 mmol, 1.0 equiv.) and 2-(4-tert-pentylcyclohexyl)acetaldehyde (1.32 g, 6.71 mmol, 1.5 equiv.), 0.62 g (48%) of the title compound as a colorless oil was obtained after purification by flash chromatography on SiO2 (cyclohexane).