Triphenylphosphine → HCID 53991717、化合物

反応式

[C:1]1([C@H:7]([CH:10]([CH3:12])[CH3:11])[CH2:8]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:32]N1C(=O)CCC1=O>C(Cl)Cl>[C:1]1([C@H:7]([CH:10]([CH3:12])[CH3:11])[CH2:8][Br:32])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

実験手順

A solution of 49.3 g (0.3 mol) of (S)-(+) 2-phenyl-3-methylbutanol in 400 ml of absolute methylene chloride was treated with 80 g (0.3 mol) of triphenylphosphine. Thereafter, 53.4 g (0.3 mol) of N-bromosuccinimide were added portionwise while stirring vigorously. After 16 hours, the reaction mixture was filtered and the filtrate was evaporated under reduced pressure. The residue was dissolved in hexane and purified by chromatography on silica gel, to obtain in this manner 34.9 g (51%) of (S)-(-)-2-phenyl-3-methylbromobutane as a volatile oil, [α]D20 =-19.6° (c=1%. chloroform).