Dimethylformamide → Ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoate

HRID 13263ノート

反応式

HRID 13263 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH2:7](Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.CN(C)C=O.[C:20]([N:23]1[CH2:27][CH2:26][CH2:25][CH:24]1[C:28]1[CH:29]=[C:30]([CH:36]=[CH:37][C:38]=1[OH:39])[C:31]([O:33][CH2:34][CH3:35])=[O:32])(=[O:22])[CH3:21]>[Cl-].[NH4+]>[C:20]([N:23]1[CH2:27][CH2:26][CH2:25][CH:24]1[C:28]1[CH:29]=[C:30]([CH:36]=[CH:37][C:38]=1[O:39][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:31]([O:33][CH2:34][CH3:35])=[O:32])(=[O:22])[CH3:21]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 23145623Ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-hydroxybenzoate

生成物 1

HCID 23145505Ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoate

試薬・触媒・溶媒 1

HCID 25517Ammonium Chloride溶媒

反応条件

温度
50 °C

実験手順

15 g of potassium carbonate and 6.4 ml of benzyl bromide were added to a dimethylformamide (100 ml) solution of 12.4 g of ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-hydroxybenzoate, and the reaction liquid was stirred at 50° C. for 1 hour. The reaction liquid was cooled, diluted with aqueous saturated ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=10/1 to 1/2 to 1/3) to obtain the entitled compound as a yellow oily substance.

後処理

  1. customthe reaction liquid
  2. customThe reaction liquid
  3. temperaturewas cooled
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried with anhydrous magnesium sulfate
  7. customThe solvent was evaporated away under reduced pressure
  8. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=10/1 to 1/2 to 1/3)
  9. customto obtain the entitled compound as a yellow oily substance

出典と根拠

ORDレコード
ord-8077fff77c9c423f871016535b68ea6c
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

反応ノート

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