Sodium hydride → methyl 4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]benzoate

HRID 507969ノート

反応式

HRID 507969 の反応式
[C:1]([C:5]1[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[NH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[H][H].Br[CH2:19][C:20]1[CH:29]=[CH:28][C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][CH:21]=1>CN(C)C=O.O>[C:1]([C:5]1[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[N:7]([CH2:19][C:20]2[CH:29]=[CH:28][C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][CH:21]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

7

反応物 4

HCID 24758Sodium hydrideHCID 1369123,5-Di-t-butylpyrazoleHCID 256687Methyl 4-(bromomethyl)benzoateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 23157342methyl 4-[(3,5-di-tert-butyl-1H-pyrazol-1-yl)methyl]benzoate収率 98%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3,5-di-tert-butyl-1H-pyrazole (1.00 g, 5.55 mmol) in N,N-dimethylformamide (15 mL) was added sodium hydride (60% in oil, 0.27 g, 6.8 mmol) under ice-cooling. After completion of hydrogen generation, methyl 4-(bromomethyl)benzoate (1.40 g, 6.11 mmol) was added, and the mixture was stirred overnight at room temperature. Water was added to the reaction mixture, and the precipitated solid was collected by filtration, washed with water, and dried to give the title compound (1.78 g, yield 98%) as colorless crystals.

後処理

  1. temperaturecooling
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with water
  4. customdried

出典と根拠

ORDレコード
ord-c643fa32768a4893a3589e6b72156472
出典データセット
uspto-grants-2010_08
特許番号
US07786165B2

反応ノート

読み込み中…