反应 #3313643
相关文献 (1)
openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US07268150B2
反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
实验步骤: A suspension of 1.4 g of (2S,4S)-4-fluoropyrrolidine-2-carboxamide monohydrochloride prepared according to the similar method as that described in a patent reference (International Publication WO02/38451 pamphlet), and 3.0 ml of N,N-diisopropylethylamine in 10 ml of chloroform was added dropwise to a solution of 0.73 ml of chloroacetyl chloride in 14 ml of chloroform under cooling with an ice-water bath, and the reaction mixture was stirred for 30 minutes under cooling with an ice-water bath. Then, the reaction mixture was concentrated under reduced pressure. To a solution of the resulting residue in 14 ml of chloroform, 2.4 ml of trifluoroacetic anhydride was added dropwise under cooling with an ice-water bath. Then, the reaction mixture was allowed to room temperature, and stirred for 1 hour. This was concentrated under reduced pressure, and 0.1 M hydrochloric acid was added to the resulting residue, and this was then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The drying agent was removed, and the solvent was removed under reduced pressure. The resulting residue was purified with silica gel column chromatography (eluent: chloroform to chloroform/methanol=30/1) to obtain 0.84 g of (2S,4S)-1-(chloroacetyl)-4-fluoropyrrolidine-2-carbonitrile. prepared under cooling with an ice-water bath under cooling with an ice-water bath Then, the reaction mixture was concentrated under reduced pressure To a solution of the resulting residue in 14 ml of chloroform, 2.4 ml of trifluoroacetic anhydride was added dropwise under cooling with an ice-water bath was allowed to room temperature stirred for 1 hour This was concentrated under reduced pressure, and 0.1 M hydrochloric acid was added to the resulting residue this was then extracted with ethyl acetate The organic layer was dried over anhydrous magnesium sulfate The drying agent was removed the solvent was removed under reduced pressure The resulting residue was purified with silica gel column chromatography (eluent: chloroform to chloroform/methanol=30/1)
来源 ID: ord-9447f395f4f5494b8deecd9162ad7910