Hydrochloric Acid → 5-(3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutanoyl)-2-(1H-1,2,4-triazol-1-yl)benzonitrile

HRID 1848292ノート

反応式

HRID 1848292 の反応式
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([N:12]2[CH:16]=[N:15][CH:14]=[N:13]2)=[C:8]([CH:11]=1)[C:9]#[N:10])(=[O:3])[CH3:2].[Cl:17][C:18]1[CH:19]=[C:20]([C:25](=[O:30])[C:26]([F:29])([F:28])[F:27])[CH:21]=[C:22]([Cl:24])[CH:23]=1.C(N(CCCC)CCCC)CCC.Cl>O.C1(C)C=CC=CC=1>[Cl:17][C:18]1[CH:19]=[C:20]([C:25]([OH:30])([C:26]([F:27])([F:28])[F:29])[CH2:2][C:1]([C:4]2[CH:5]=[CH:6][C:7]([N:12]3[CH:16]=[N:15][CH:14]=[N:13]3)=[C:8]([CH:11]=2)[C:9]#[N:10])=[O:3])[CH:21]=[C:22]([Cl:24])[CH:23]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 7622TributylamineHCID 27582311-(3,5-Dichlorophenyl)-2,2,2-trifluoroethan-1-oneHCID 537719805-acetyl-2-(1H-1,2,4-triazol-1-yl)benzonitrile

生成物 1

HCID 686135575-(3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutanoyl)-2-(1H-1,2,4-triazol-1-yl)benzonitrile収率 56%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒2 回

反応条件

温度
60 °C

実験手順

1.00 g (4.71 mmol) of 5-acetyl-2-(1H-1,2,4-triazol-1-yl)benzonitrile, 1.15 g (4.71 mmol) of 3′,5′-dichloro-2,2,2-trifluoroacetophenone, 2.30 g of toluene and 0.26 g (1.41 mmol) of tributylamine were fed and the mixture was stirred for 24 hours at 60° C. The mixture was cooled to room temperature, and a separation operation was performed by adding 20 ml of toluene and an aqueous solution prepared with 0.15 g (1.41 mmol) of 35% hydrochloric acid and 10 ml of water. The toluene phase was washed with 10 ml of water. After removing the solvent by distilling under reduced pressure, the residue was purified by silica gel column chromatography to obtain 1.20 g of 5-(3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutanoyl)-2-(1H-1,2,4-triazol-1-yl)benzonitrile (yield 56.0%).

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. washThe toluene phase was washed with 10 ml of water
  3. customAfter removing the solvent
  4. distillationby distilling under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-a7b183468bc04763b64a53d93dc68d98
出典データセット
uspto-grants-2015_02
特許番号
US08952175B2

反応ノート

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