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

HRID 585349ノート

反応式

HRID 585349 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-6114fea1dbb14c078db9c6778115134a
出典データセット
uspto-grants-2005_08
特許番号
US06930197B2

反応ノート

読み込み中…