반응 #417956

반응 방정식

2-amino-5-methylbenzoic acid

phenyl chloroformate

→

desired product

수율 41.4%

6-Methyl-2-phenoxy-4H-3,1-benzoxazin-4-one

수율 41.4%

용매

pyridine

반응 조건

후처리

1. 1
   기타after which time the pyridine was removed in vacuo
2. 2
   세척The residue was washed with water (20 ml)
3. 3
   기타dried in vacuo
4. 4
   기타Recrystallisation from toluene

실험 절차

A solution of 2-amino-5-methylbenzoic acid (1.0 g, 6.6 mmol) in pyridine (10 ml) was cooled to 0° C. and treated dropwise with phenyl chloroformate (3.3 ml, 26 mmol). The resulting mixture was allowed to warm to room temperature and stirred for 16 h, after which time the pyridine was removed in vacuo. The residue was washed with water (20 ml) and dried in vacuo. Recrystallisation from toluene afforded the desired product as a pale brown solid (692 mg, 41%); δH (400 MHz, DMSO-d6) 2.40 (3H, s, CH3), 7.33-7.45 (3H, m, Ph), 7.48-7.55 (3H, m, Ph), 7.63 (1H, d, J 8, Ph), 7.89 (1H, s, Ph-H5); m/z (ES+) 254 (MH+).

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