Dimethylformamide → HCID 23157275、化合物

HRID 2110867ノート

反応式

HRID 2110867 の反応式
[C:1]([C:5]1[CH2:6][C:7](=[O:10])[NH:8][N:9]=1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=1.[C:23](=[O:26])([O-])[O-].[K+].[K+].CN(C)[CH:31]=[O:32]>O>[C:1]([C:5]1[CH:6]=[C:7]([O:10][CH2:12][C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)[N:8]([CH2:12][C:13]2[CH:22]=[CH:21][C:16]([C:23]([O:32][CH3:31])=[O:26])=[CH:15][CH:14]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 256687Methyl 4-(bromomethyl)benzoateHCID 5204213-tert-butyl-4,5-dihydro-1H-pyrazol-5-one

生成物 1

HCID 23157275HCID 23157275、化合物収率 44%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

A mixture of 5-tert-butyl-2,4-dihydro-3H-pyrazol-3-one (5.00 g, 35.7 mmol), methyl 4-(bromomethyl)benzoate (17.16 g, 74.91 mmol), potassium carbonate (10.5 g, 76.0 mmol) and N,N-dimethylformamide (50 mL) was stirred overnight at 60° C. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract washed with aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:3) to give the title compound (6.90 g, yield 44%) as a colorless oil. melting point 93-94° C.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract washed with aqueous sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8081945f9ee743c7bd1622db8e70da6c
出典データセット
uspto-grants-2009_04
特許番号
US07517910B2

反応ノート

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