Pentane → n-Butyldiisopropylsilane

Participants

Reaction Conditions

Reaction Steps

Diisopropylchlorosilane (13.1 mL, 76.8 mmol) was dissolved in THF (75 mL), and n-butylmagnesium chloride THF solution (0.84M, 100 mL, 84 mmol) was added dropwise thereto in a nitrogen atmosphere for 10 minutes. Subsequently, cuprous bromide (286 mg, 2.00 mmol) was added to the resultant mixture, followed by stirring at 65° C. for 8 hours. The reaction mixture was left to cool, and saturated aqueous ammonium chloride and n-pentane were added thereto. The formed organic layer was washed three times with water and once with saturated brine, and the thus-washed layer was dried over sodium sulfate anhydrate. The solvent was removed, followed by purification through distillation under reduced pressure, whereby the Compound 47a was obtained as a colorless liquid (boiling point; 50 mmHg, 93.2 to 95.5° C. fraction, 8.43 g, 64%).

Provenance & Evidence