Sodium Hydroxide → (S)-1-Benzyl-3-mesyloxypyrrolidine

Participants

Reaction Steps

(S)-1-benzyl-3-hydroxypyrrolidine in an amount of 44.18 g was dissolved in 38.34 g of toluene, and thereto was added 66.88 g of a 30% by weight aqueous sodium hydroxide solution. Next, methanesulfonyl chloride was added dropwise at a rate to allow the internal temperature to be kept at 5 to 10° C. After sodium chloride which was precipitated in the aqueous layer was dissolved by adding 90 ml of water, and liquid separation was performed, thus obtained organic layer was concentrated under reduced pressure to give the title compound as 60.14 g of a pale brown oily material.

Provenance & Evidence