Dimethylformamide → 3-benzyloxy-1-phenyl-1H-pyrazol-4-ylmethyl acetate

HRID 1295252노트

반응식

HRID 1295252 반응식
[CH2:1]([O:8][C:9]1[C:13]([CH2:14]C(O)=O)=[CH:12][N:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CI.[C:26](=[O:29])([O-])[O-:27].[K+].[K+].[CH3:32]N(C)C=O>O>[C:26]([O:27][CH2:14][C:13]1[C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[N:10][N:11]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:12]=1)(=[O:29])[CH3:32]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 694305053-benzyloxy-1-phenyl-1H-pyrazol-4-ylacetic acid

생성물 1

HCID 694263823-benzyloxy-1-phenyl-1H-pyrazol-4-ylmethyl acetate수율 99%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 3-benzyloxy-1-phenyl-1H-pyrazol-4-ylacetic acid (2.47 g), methyl iodide (0.75 ml), potassium carbonate (2.21 g) and N,N-dimethylformamide (25 ml) was stirred at room temperature for 1 hr. The reaction solution was poured into water and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and 3-benzyloxy-1-phenyl-1H-pyrazol-4-ylmethyl acetate (2.55 g, yield 99%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-hexane (1:3, volume ratio). The crystals were recrystallized from ethyl acetate-hexane. melting point: 74–75° C.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c19111e8d65547078fc6e7f5b0ad53b8
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07241785B2

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