反应 #66053

反应方程式

3-aminobenzoic acid

MeOH

thionyl chloride

→

title compound

收率 98.0%

Methyl 3-amino-benzoate hydrochloride

收率 98.0%

反应条件

后处理

1. 1
   其他was removed by evaporation
2. 2
   其他the product precipitated with diethyl ether
3. 3
   其他The diethyl ether was removed by evaporation

实验过程

To a suspension of 3-aminobenzoic acid (1.03 g mg, 7.52 mmol) in MeOH (80 mL) at 0° C. was added dropwise thionyl chloride (5 mL). The resulting solution was allowed to stir for 16 h before the solvent was removed by evaporation and the product precipitated with diethyl ether. The diethyl ether was removed by evaporation to yield the title compound (1.38 g, 7.38 mmol, 98%) as a white solid. Mp 176-178° C. 1H NMR (D2O, 300 MHz): δ 7.75 (dt, J=1.8, 3.3, 7.2 Hz, 1H, ArH); 7.71 (m, 1H, ArH); 7.42 (m, 1H, ArH); 7.37 (m, 1H, ArH); 3.66 (s, 31H, OCH3). Mass Spectrum (C1) m/z 152 (100%) [M+]. HRMS calcd for C8H10NO2 152.0712, found 152.0698.

来源