Water → HCID 54087103, compound

Participants

Reaction Conditions

Reaction Steps

In a 100 ml flask were charged dried THF and 0.7 g of lithium aluminum hydride in a nitrogen stream, followed by cooling to 10° C. or less. A solution of 4.2 g of t-butyl (3R,5R)-3-fluoro-5-methylnonanoate obtained in Step 7 in 13 ml of dried THF was added thereto over 30 minutes, and the resulting mixture was allowed to react at 30 to 35° C. for 1.5 hours. After cooling to 5° C., a mixture of 0.7 ml of water and 2 ml of THF was added thereto over 30 minutes, and 1.5 ml of a 4% sodium hydroxide aqueous solution was then added, followed by stirring at that temperature for 1 hour. The by-produced salt was removed by filtration, and calcium carbonate was added to the filtrate to dry. The solvent was removed by distillation to obtain 2.9 g (96.5%) of a crude product.

Provenance & Evidence