Triphenylphosphine → HCID 53960761, compound
Reaction equation
[CH3:1][C@@H:2]([CH2:6][CH2:7][CH:8](O)[C:9]([CH3:11])=[CH2:10])[CH2:3][CH2:4][OH:5].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:1][C@@H:2]([CH2:6][CH:7]=[CH:8][C:9]([CH3:11])=[CH2:10])[CH2:3][CH2:4][OH:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
(S)-3,7-dimethyl-6-hydroxy-7-octene-1-ol (I) (10.0 g, 58.1 mmol), palladium acetate (130.0 mg, 0.579 mmol), and triphenylphosphine (1.52 g, 5.795 mmol) were placed in a 50 ml three neck distillation flask provided with a thermometer and a vacuum distilling apparatus having a side arm. Butanol (20 ml) was then added to the flask and the mixture was heated for 12 hours with stirring at a reaction temperature of 115° to 120° C. and a atmospheric pressure in a stream of nitrogen. After the reaction had terminated, the flask was evacuated to remove solvent from the reaction mixture, and the resultant was distilled to obtain 7.2 g (89° to 91° C./4 mmHg) of (S)-3,7-dimethyl-5,7-octadiene-1-ol (II). The yield was 80%.