Ethanol → Ethyl 2-(4-(cyclopropanecarbonyl)phenyl)acetate

HRID 48017

反応式

HRID 48017 の反応式
[CH:1]1([C:4]([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][C:13]([OH:15])=[O:14])=[CH:8][CH:7]=2)=[O:5])[CH2:3][CH2:2]1.[CH2:16](O)[CH3:17]>S(=O)(=O)(O)O>[CH2:16]([O:14][C:13](=[O:15])[CH2:12][C:9]1[CH:10]=[CH:11][C:6]([C:4]([CH:1]2[CH2:2][CH2:3]2)=[O:5])=[CH:7][CH:8]=1)[CH3:17]

参加物

4

反応物 2

HCID 702EthanolHCID 1937314-(Cyclopropylcarbonyl)benzeneacetic acid

生成物 1

HCID 11218514Ethyl 2-(4-(cyclopropanecarbonyl)phenyl)acetate収率 88%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid触媒

実験手順

Dissolve 4-(cyclopropylcarbonyl)benzeneacetic acid in ethanol (150 mL) containing concentrated sulfuric acid (10 drops). Stir 24 hours. Add triethylamine (2 mL) and concentrate the solution. Dissolve the residue in water/ethyl acetate. Wash the organic phase with saturated sodium hydrogen carbonate solution, dry over anhydrous magnesium sulfate and concentrate. Purify by silica gel chromatography (400 mL silica gel, 20% ethyl acetate/heptane as eluent) to give the title compound (7.0 g, 88%).

後処理

  1. concentrationAdd triethylamine (2 mL) and concentrate the solution
  2. dissolutionDissolve the residue in water/ethyl acetate
  3. washWash the organic phase with saturated sodium hydrogen carbonate solution
  4. dry with materialdry over anhydrous magnesium sulfate
  5. concentrationconcentrate
  6. customPurify by silica gel chromatography (400 mL silica gel, 20% ethyl acetate/heptane as eluent)

出典と根拠

ORDレコード
ord-f0360d79b5a64416b111ea0c372ef3f1
出典データセット
uspto-grants-2004_03
特許番号
US06700012B2

関連ノート

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