Methanol → Methyl 2-(4-(cyclopropanecarbonyl)phenyl)acetate

HRID 1838688ノート

反応式

HRID 1838688 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.[CH3:16]O>S(=O)(=O)(O)O>[CH:1]1([C:4]([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][C:13]([O:15][CH3:16])=[O:14])=[CH:8][CH:7]=2)=[O:5])[CH2:2][CH2:3]1

参加物

4

反応物 2

HCID 887MethanolHCID 1937314-(Cyclopropylcarbonyl)benzeneacetic acid

生成物 1

HCID 12096482Methyl 2-(4-(cyclopropanecarbonyl)phenyl)acetate収率 68%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid触媒

実験手順

Dissolve 4-(cyclopropylcarbonyl)benzeneacetic acid in methanol (100 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 (4.6 g, 68%).

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-5b79177fec8746d6b951758c36f9f45c
出典データセット
uspto-grants-2004_01
特許番号
US06673933B2

反応ノート

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