p-Toluenesulfonic acid → Methyl 2-m-tolylbenzo[d]oxazole-7-carboxylate

HRID 415214

반응식

HRID 415214 반응식
O[C:2]1[C:11]([NH:12][C:13](=[O:21])[C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=2)=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:16]1([CH3:20])[CH:17]=[CH:18][CH:19]=[C:14]([C:13]2[O:21][C:2]3[C:3]([C:4]([O:6][CH3:7])=[O:5])=[CH:8][CH:9]=[CH:10][C:11]=3[N:12]=2)[CH:15]=1

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 66620977HCID 66620977, 화합물

생성물 1

HCID 66620979Methyl 2-m-tolylbenzo[d]oxazole-7-carboxylate수율 64%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Methyl 2-hydroxy-3-(3-methylbenzamido)benzoate (1.8 mg, 6.29 mmol) and 4-methylbenzenesulfonic acid (1.61 g, 9.4 mmol) were added to toluene (10 mL) and the mixture was stirred at reflux for 10 hr. The resulting mixture was extracted with ethyl acetate (100 mL×4) and concentrated to obtain methyl 2-m-tolylbenzo[d]oxazole-7-carboxylate as a solid (120 mg, yield 64%). LC-MS (ESI) m/z 269 [M+1]−.

후처리

  1. temperatureat reflux for 10 hr
  2. extractionThe resulting mixture was extracted with ethyl acetate (100 mL×4)
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-909b4d09b6e147c6a58b24f2f71ff5c4
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088760B2

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