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

HRID 1295252ノート

反応式

HRID 1295252 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c19111e8d65547078fc6e7f5b0ad53b8
出典データセット
uspto-grants-2007_07
特許番号
US07241785B2

反応ノート

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