Potassium Carbonate → Ethyl 1-(4-methoxybenzyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate

HRID 1893707

反応式

HRID 1893707 の反応式
C([O-])([O-])=O.[K+].[K+].[F:7][C:8]([F:20])([F:19])[C:9]1[NH:13][N:12]=[CH:11][C:10]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].Cl[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1>C(#N)C>[CH3:30][O:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:22][N:12]2[CH:11]=[C:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([C:8]([F:7])([F:19])[F:20])=[N:13]2)=[CH:24][CH:25]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 596095Ethyl 3-(Trifluoromethyl)pyrazole-4-carboxylate

生成物 1

HCID 58243468Ethyl 1-(4-methoxybenzyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate収率 100%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

According to Scheme 1, Step 1: K2CO3 (11.5 mmol, 1.59 g) was added to a solution of ethyl 5-(trifluoromethyl)-1H-pyrazole-4-carboxylate (7.69 mmol, 1.60 g) in acetonitrile (24 mL) followed by 1-(chloromethyl)-4-methoxybenzene (8.46 mmol, 1.15 mL) and the reaction mixture was heated under reflux for 4.5 hours. After evaporation of the solvent, the reaction mixture was diluted with brine and EtOAc. The aqueous phase was extracted with EtOAc. The organic phase was dried over MgSO4, was filtered and was concentrated under reduced pressure to yield ethyl 1-(4-methoxybenzyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate (7.68 mmol, 2.52 g, 100%) as an oil.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 4.5 hours
  3. customAfter evaporation of the solvent
  4. additionthe reaction mixture was diluted with brine and EtOAc
  5. extractionThe aqueous phase was extracted with EtOAc
  6. dry with materialThe organic phase was dried over MgSO4
  7. filtrationwas filtered
  8. concentrationwas concentrated under reduced pressure

出典と根拠

ORDレコード
ord-73ab3297903d4f4bba538b80801b4cfe
出典データセット
uspto-grants-2013_08
特許番号
US08513252B2

関連ノート

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