تفاعل #66053

معادلة التفاعل

3-aminobenzoic acid

MeOH

thionyl chloride

→

title compound

المردود 98.0%

Methyl 3-amino-benzoate hydrochloride

المردود 98.0%

ظروف التفاعل

المعالجة

1. 1
   أخرىwas removed by evaporation
2. 2
   أخرىthe product precipitated with diethyl ether
3. 3
   أخرىThe diethyl ether was removed by evaporation

الإجراء التجريبي

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.

المصدر