3-Methylbenzoyl chloride → N-benzyl-2-(3'-methylbenzoyl)pyrrole

HRID 1721563

반응식

HRID 1721563 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].[CH2:11]([N:18]1[CH:22]=[CH:21][CH:20]=[CH:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(Cl)Cl>[CH2:11]([N:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[C:5](=[O:6])[C:4]1[CH:8]=[CH:9][CH:10]=[C:2]([CH3:1])[CH:3]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

4

반응물 2

HCID 743753-Methylbenzoyl chlorideHCID 749221H-Pyrrole, 1-(phenylmethyl)-

생성물 1

HCID 22413287N-benzyl-2-(3'-methylbenzoyl)pyrrole

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

In a flask were placed 3.0 ml (22.9 mmol) 3-methylbenzoyl chloride and 50 ml methylene chloride. Then 22.9 ml (1.0M in CH2Cl2, 22.9 mmol) stannic chloride was added dropwise. The contents of the flask were mixed for 5 minutes, then 3.6 g (22.9 mmol) N-benzylpyrrole in 10 ml methylene chloride was added dropwise. The reaction mixture was stirred overnight, then quenched with water, washed with brine, dried and condensed to yield an oil. The oil was purified by flash chromatography with ethyl acetate/hexanes/silica gel, yielding two fractions. These were analyzed spectroscopically; one was found to be the desired 2-benzoyl compound, the other the corresponding 3-benzoyl compound.

후처리

  1. customIn a flask were placed
  2. additionThe contents of the flask were mixed for 5 minutes
  3. customquenched with water
  4. washwashed with brine
  5. customdried
  6. customcondensed
  7. customto yield an oil
  8. customThe oil was purified by flash chromatography with ethyl acetate/hexanes/silica gel
  9. customyielding two fractions

출처 및 근거

ORD 기록
ord-d6200c2997354d529dd7212cc1a18ade
출처 데이터셋
uspto-grants-1996_04
특허 번호
US05512537

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