Water → HCID 11229784, compound

Participants

Reaction Steps

A solution of 4 g (15.1 mmole) of (R)-(−)-ethyl-2-phenyl-2-(tetrahydropyranyloxy)acetate (8) in 75 ml of dry ether was added dropwise to a stirred suspension of 1.72 g (45.3 mmole) of lithium aluminium hydride and 50 ml of ether at room temperature. After the addition was completed, the mixture was refluxed for additional 2 h, then cooled in an ice bath, and treated carefully subsequently with 1.72 ml of water, 1.72 ml of 15% sodium hydroxide, and 5.4 ml of water. After being stirred for additional 30 min, the mixture was filtered with suction, and the precipitate (aluminum salts) was washed with ether. The combined ethereal solution was dried over magnesium sulfate, and the solvent was evaporated to leave 3.3 g of a clear oil (97%).

Provenance & Evidence