Water → HCID 60063737, compound

Participants

Reaction Steps

To a stirred solution of (S)-2-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (Aldrich, 2.01 g, 10 mmol) in tetrahydrofura n (15 mL) at —78° C., n-BuLi (2.5 M in hexanes, 11 mmol, 4.4 mL) was added dropwise. After the addition, 4-fluoro nitrobenzene (1.41 g, 10 mmol) was added and the solution was gradually warmed to room temperature and stirred for 2 hours. The solution was poured into water and the mixture was extracted with ether. The extract was dried (Na2SO4) and concentrated to give the crude which was chromatographed (20% ethyl acetate/hexanes) to yield a pale yellow oil. 1.34 g.

Provenance & Evidence