반응 #66053

반응 방정식

3-aminobenzoic acid

MeOH

thionyl chloride

→

title compound

수율 98.0%

Methyl 3-amino-benzoate hydrochloride

수율 98.0%

반응 조건

후처리

1. 1
   기타was removed by evaporation
2. 2
   기타the product precipitated with diethyl ether
3. 3
   기타The diethyl ether was removed by evaporation

실험 절차

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.

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