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

HRID 507969노트

반응식

HRID 507969 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c643fa32768a4893a3589e6b72156472
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786165B2

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