Potassium Carbonate → (((2-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluorophenyl)methyl)thio)acetic acid, ethyl ester

HRID 1440149ノート

反応式

HRID 1440149 の反応式
Br[CH2:2][C:3]1[C:4]([Cl:21])=[CH:5][C:6]([F:20])=[C:7]([C:9]2[C:13]([Cl:14])=[C:12]([C:15]([F:18])([F:17])[F:16])[N:11]([CH3:19])[N:10]=2)[CH:8]=1.[SH:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Cl:21][C:4]1[CH:5]=[C:6]([F:20])[C:7]([C:9]2[C:13]([Cl:14])=[C:12]([C:15]([F:18])([F:17])[F:16])[N:11]([CH3:19])[N:10]=2)=[CH:8][C:3]=1[CH2:2][S:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 12185Ethyl ThioglycolateHCID 194367643-[5-(bromomethyl)-4-chloro-2-fluorophenyl]-4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazole

生成物 1

HCID 86747525(((2-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluorophenyl)methyl)thio)acetic acid, ethyl ester収率 96%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 1.62 g (4.0 mmole) 3-[5-(bromomethyl)-4-chloro-2-fluorophenyl]-4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazole, 0.44 mL ethyl mercaptoacetate and 0.55 g K2CO3 was slurried in 25 mL of acetone. The reaction mixture was allowed to stir at room temperature overnight. After dilution with 100 mL of cold water, the mixture was extracted with ethyl acetate, the organic extracts washed with water, dried with MgSO4 and concentrated in vacuo. The residue was purified by chromatography to afford 1.7 g (96%) of (((2-chloro-5-(4-chloro-1-methyl-5-(trifluoromethyl) -1H-pyrazol-3-yl) -4-fluorophenyl)methyl)thio)acetic acid, ethyl ester as a white solid; mp 63° C.

後処理

  1. extractionAfter dilution with 100 mL of cold water, the mixture was extracted with ethyl acetate
  2. washthe organic extracts washed with water
  3. dry with materialdried with MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by chromatography

出典と根拠

ORDレコード
ord-6cc60ae99ed44f579a97e1b6812b6ac1
出典データセット
uspto-grants-1996_03
特許番号
US05496956

反応ノート

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