Benzyl Alcohol → HCID 45357422, compound

Participants

Reaction Conditions

Reaction Steps

1.0 g of a concentrate containing (R)-3-benzyloxypyrrolidine obtained in Example 15 (purity of 86.6%) containing (R)-3-hydroxypyrrolidine (content of 0.12 wt %) and benzyl alcohol (content of 1.9 wt %) as impurities were dissolved in 9 ml of isopropanol, followed by adding 0.93 g of p-toluenesulfonic acid monohydrate under ice cold conditions. After stirring for a while, the mixture was concentrated and dried under reduced pressure, thereby obtaining a white crystal. After the crude product was dispersed in 4.00 g of ethyl acetate and was heated to 40° C., 621 mg of isopropanol was added and the crude product was dissolved completely. The solution was gradually cooled to 22° C., and the deposited crystal was filtered under reduced pressure. The resultant wet crystal was washed with 10 ml of ethyl acetate, and then the wet crystal was dried under reduced pressure, thereby obtaining 1.15 g of dry crystal of (R)-3-benzyloxypyrrolidine p-toluenesulfonic acid (yield of 68%, purity of 100.0%). Each of (R)-3-hydroxypyrrolidine and benzyl alcohol in the crystal was 0.01 wt % or less.

Provenance & Evidence