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

HRID 79308

反応式

HRID 79308 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4a325198d1ef4226adffc2dd3c2b197a
出典データセット
uspto-grants-2014_09
特許番号
US08841455B2

関連ノート

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