Bromine → 2-(Benzyloxy)-5-(2-oxiranyl)benzamide

HRID 395967노트

반응식

HRID 395967 반응식
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:8]([CH:12]=1)[C:9]([NH2:11])=[O:10])(=[O:3])[CH3:2].BrBr>C(Cl)(Cl)Cl>[CH2:14]([O:13][C:7]1[CH:6]=[CH:5][C:4]([CH:1]2[CH2:2][O:3]2)=[CH:12][C:8]=1[C:9]([NH2:11])=[O:10])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

4

반응물 2

HCID 24408Bromine4회HCID 30186095-Acetyl-2-(phenylmethoxy)benzamide

생성물 1

HCID 99035062-(Benzyloxy)-5-(2-oxiranyl)benzamide수율 87.3%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

5-Acetyl-2-(phenylmethoxy)benzamide (10.0 g, 37.1 mmol) was dissolved in chloroform and brought to reflux. Bromine (1.98 g, 12.4 mmol) was added. The solution was allowed to cool to room temperature. After 10 minutes the bromine color had disappeared and a second portion of bromine was added. A third portion of bromine was added after the color had again discharged and the solution refluxed for a further 10 minutes. The flask was allowed to cool and placed in the freezer overnight. The solvent was removed in vacuo and the residue crystallized from ethanol to provide the title compound (11.3 g, 32.4 mmol).

후처리

  1. temperatureto reflux
  2. temperaturethe solution refluxed for a further 10 minutes
  3. temperatureto cool
  4. customplaced in the freezer overnight
  5. customThe solvent was removed in vacuo
  6. customthe residue crystallized from ethanol

출처 및 근거

ORD 기록
ord-8adb6f6b6868499690162f52b9f915f3
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06605618B2

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