Potassium Carbonate → ethyl 1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylate

HRID 79308

반응식

HRID 79308 반응식
[NH:1]1[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:3]=[N:2]1.Cl[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([CH2:12][N:1]2[CH:5]=[C:4]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:3]=[N:2]2)=[CH:14][CH:15]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 142179ethyl 1H-pyrazole-4-carboxylate

생성물 1

HCID 44558860ethyl 1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylate수율 89.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To ethyl 1H-pyrazole-4-carboxylate (5.01 g, 35.7 mmol) in DMF (60 mL) was added 1-(chloromethyl)-4-methoxybenzene (6.16 g, 39.3 mmol) and K2CO3 (7.41 g, 53.6 mmol). The reaction mixture was stirred for 16 hours and concentrated under reduced pressure to remove DMF. The residue was diluted with EtOAc (100 mL), washed with H2O (30 mL) and brine (20 mL), dried (Na2SO4) and concentrated. Silica gel chromatography (EtOAc/hexanes 1:5) provided the desired product (8.31 g).

후처리

  1. concentrationconcentrated under reduced pressure
  2. customto remove DMF
  3. additionThe residue was diluted with EtOAc (100 mL)
  4. washwashed with H2O (30 mL) and brine (20 mL)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4a325198d1ef4226adffc2dd3c2b197a
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841455B2

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