Cyclopentanone → HCID 59286178, compound

Participants

Reaction Steps

(R)-Pyrrolidin-2-ol hydrochloride (0.9 g; 7.31 mmol) was suspended in 50 ml of dichloromethane and sodium triacetoxyborohydride (4.37 g; 0.021 mol) was added. A solution of cyclopentanone (2.75 ml; 0.031 mol) in 530 ml of to dichloromethane was added drop-wise to the reaction mixture. The reaction mixture was maintained at room temperature overnight; it was then diluted with dichloromethane and washed with saturated sodium bicarbonate solution. The water phase was concentrated in vacuo. The crude was treated with dichloromethane in order to separate the salts. The salts were precipitated and filtered. The organic phase concentrated in vacuo. 450 mg (2.90 mmol; 40% yield) of the desired compound were obtained.

Provenance & Evidence