반응 #362475

반응 방정식

H2O

EtOAc

methyl L-phenylalaninate hydrochloride

methanesulfonyl chloride

→

N-(methylsulfonyl)-L-phenylalanine, methyl ester

수율 49.4%

용매

DMF

반응 조건

후처리

1. 1
   기타The resulting layers were separated
2. 2
   세척the organic layer was washed with 3×200 mL of H2O
3. 3
   기타dried
4. 4
   기타The resulting residue was chromatographed

실험 절차

To a stirring solution of 2.51 g (20.0 mmol) of methyl L-phenylalaninate hydrochloride and 6.7 mL (48 mmol) of TEA in 50 mL of DMF was added 1.86 mL (24 mmol) of methanesulfonyl chloride. After 16 hours, the reaction mixture was added to 200 mL of H2O and 200 mL of EtOAc. The resulting layers were separated, and the organic layer was washed with 3×200 mL of H2O and dried. The resulting residue was chromatographed to yield 2.54 g (49%) of N-(methylsulfonyl)-L-phenylalanine, methyl ester (13), which was a clear colorless glass.

출처