p-Toluenesulfonic acid monohydrate → 2-(3-Methoxy-4-methylphenyl)-1,3-benzoxazole

HRID 7731

반응식

HRID 7731 반응식
O[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:19])[C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[C:12]([O:17][CH3:18])[CH:11]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:18][O:17][C:12]1[CH:11]=[C:10]([C:9]2[O:19][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[N:8]=2)[CH:15]=[CH:14][C:13]=1[CH3:16]

참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 16378794N-(2-Hydroxyphenyl)-3-methoxy-4-methylbenzamide

생성물 1

HCID 219909682-(3-Methoxy-4-methylphenyl)-1,3-benzoxazole

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of N-(2-hydroxyphenyl)-3-methoxy-4-methylbenzamide (1.5 g, 5.8 mmol), toluene (30 mL), p-toluenesulfonic acid monohydrate (7.6 g, 40 mmol) and molecular sieves was refluxed overnight. After cooling reaction to rt, filtered washing with warm chloroform and concentrated filtrate in vacuo. The resulting brown oil was purified by flash chromatography on silica gel using 1:4 EtOAc:hexanes to give the desired intermediate, 2-(3-methoxy-4-methylphenyl)-1,3-benzoxazole, as a colorless solid.

후처리

  1. temperaturewas refluxed overnight
  2. temperatureAfter cooling
  3. customreaction to rt
  4. filtrationfiltered
  5. washwashing with warm chloroform and concentrated filtrate in vacuo
  6. customThe resulting brown oil was purified by flash chromatography on silica gel using 1:4 EtOAc

출처 및 근거

ORD 기록
ord-04560bce4f774e089189eeafb357a37c
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087601B2

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