Benzyl Alcohol → Methyl 3-(2-benzyloxycarbonylpyrrol-1-yl)benzoate

HRID 399815노트

반응식

HRID 399815 반응식
ClC(Cl)(Cl)[C:3]([C:5]1[N:6]([C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][CH:19]=2)[C:13]([O:15][CH3:16])=[O:14])[CH:7]=[CH:8][CH:9]=1)=[O:4].[CH2:22]([OH:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:22]([O:29][C:3]([C:5]1[N:6]([C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][CH:19]=2)[C:13]([O:15][CH3:16])=[O:14])[CH:7]=[CH:8][CH:9]=1)=[O:4])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

참가 물질

6

반응물 4

HCID 244Benzyl AlcoholHCID 962WaterHCID 11430Potassium CarbonateHCID 18945198Methyl 3-(2-trichloroacetylpyrrol-1-yl)benzoate

생성물 1

HCID 18945465Methyl 3-(2-benzyloxycarbonylpyrrol-1-yl)benzoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The mixture of methyl 3-(2-trichloroacetylpyrrol-1-yl)benzoate (10.0 g), benzyl alcohol (3.3 ml) and potassium carbonate (4.4 g) in N,N-dimethylformamide (30 ml) was stirred for 6 hours at ambient temperature. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate, and evaporated. The residue was purified by column chromatography on silica gel eluting with toluene. The eluted fractions containing the desired product were collected and evaporated in vacuo to give methyl 3-(2-benzyloxycarbonylpyrrol-1-yl)benzoate (8.35 g) as an oil.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customThe residue was purified by column chromatography on silica gel eluting with toluene
  6. additionThe eluted fractions containing the desired product
  7. customwere collected
  8. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-c4199416c7264e3995d7385e14df8966
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05824691

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