Methanol → Methyl 2-amino-2-phenylacetate hydrochloride

반응식

[CH:1]1[CH:2]=[CH:3][C:4]([C@H:7]([NH2:11])[C:8]([OH:10])=[O:9])=[CH:5][CH:6]=1.S(Cl)([Cl:14])=O.[CH3:16]O>>[ClH:14].[CH3:16][O:9][C:8](=[O:10])[CH:7]([NH2:11])[C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1

참가 물질

반응물 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 99291L-Phenylglycine

생성물 1

HCID 12247454Methyl 2-amino-2-phenylacetate hydrochloride수율 97.6%

실험 절차

To a stirred solution of (S)-phenylglycine (50 g, 0.3 mol) in MeOH (500 mL) at 0° C. was added thionyl chloride (42.84 g, 0.36 mol) dropwise. After stirring for 2 h, the solvent was concentrated, and the precipitated solid was washed with diethyl ether to afford product 8 (65 g, 97.6%). 1H NMR (400 MHz, D2O) δ 3.70 (s, 3 H), 5.17 (s, 1 H), 7.35-7.41 (m, 5 H).