Potassium Carbonate → 2-(4-Chlorobenzylthio)-ethyl 2-[4-(4-trifluoromethylphenoxy)-phenoxy]-propionate

HRID 65391ノート

反応式

HRID 65391 の反応式
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH:26]([CH3:41])[C:27]([O:29][CH2:30][CH2:31][S:32][CH2:33][C:34]1[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][CH:35]=1)=[O:28]>C(#N)C>[F:1][C:2]([F:17])([F:18])[C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:9]=[CH:10][C:11]([O:14][CH:26]([CH3:41])[C:27]([O:29][CH2:30][CH2:31][S:32][CH2:33][C:34]3[CH:35]=[CH:36][C:37]([Cl:40])=[CH:38][CH:39]=3)=[O:28])=[CH:12][CH:13]=2)=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 170230p-(4-(Trifluoromethyl)phenoxy)phenolHCID 133096322-{[(4-Chlorophenyl)methyl]sulfanyl}ethyl 2-bromopropanoate

生成物 1

HCID 133096052-(4-Chlorobenzylthio)-ethyl 2-[4-(4-trifluoromethylphenoxy)-phenoxy]-propionate収率 90.9%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture consisting of 25.4 g of 4-(4-trifluoromethylphenoxy)phenol, 14.5 g of anhydrous potassium carbonate, 33.8 g of 2-(4-chlorobenzylthio)ethyl 2-bromopropionate and 150 ml of dry acetonitrile was refluxed for 3 hours with vigorous stirring. After cooling the reaction mixture to room temperature, the acetonitrile was removed under reduced pressure. Then, 150 ml of toluene were added to the residue and the resulting mixture was washed successively with 1% strength by weight aqueous sodium hydroxide solution and water, followed by dehydration. Upon distilling off the toluene under reduced pressure, there were obtained 46.4 g of 2-(4-chlorobenzylthio)-ethyl 2-[4-(4-trifluoromethylphenoxy)-phenoxy]-propionate in the form of a colorless oil.

後処理

  1. temperaturewas refluxed for 3 hours with vigorous stirring
  2. customthe acetonitrile was removed under reduced pressure
  3. additionThen, 150 ml of toluene were added to the residue
  4. washthe resulting mixture was washed successively with 1% strength by weight aqueous sodium hydroxide solution and water
  5. distillationUpon distilling off the toluene under reduced pressure

出典と根拠

ORDレコード
ord-de90401eb6a446af962bb59137c65cec
出典データセット
uspto-grants-1986_09
特許番号
US04614536

反応ノート

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