Sodium Hydroxide → 4-(3-Fluoro-4-hydroxybenzoyl)benzonitrile

HRID 2397052ノート

反応式

HRID 2397052 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[O:18]C)[C:5]([C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=1)=[O:6].B(Br)(Br)Br.[OH-].[Na+]>C(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[OH:18])[C:5]([C:7]1[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=1)=[O:6]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 25134Boron tribromideHCID 19043702HCID 19043702、化合物

生成物 1

HCID 190437654-(3-Fluoro-4-hydroxybenzoyl)benzonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 50g of 4-(3-fluoro-4-methoxy-benzoyl)benzonitrile in 550 ml of methylene chloride is treated with 70 ml of BBr3 at 5° C. and stirred at room temperature. 1 I of 1M NaOH is added dropwise while cooling with ice. Then, the mixture is extracted with saturated aqueous NH4Cl solution and methylene chloride. The organic phase is washed with water and dried. After recrystallization from ether, there are obtained 34 g of 4-(3-fluoro-4-hydroxy-benzoyl)-benzonitrile, m.p. 168.5°-169.5° C.

後処理

  1. temperaturewhile cooling with ice
  2. extractionThen, the mixture is extracted with saturated aqueous NH4Cl solution and methylene chloride
  3. washThe organic phase is washed with water
  4. customdried
  5. customAfter recrystallization from ether, there

出典と根拠

ORDレコード
ord-75f5aaf599e44ca1ab7d299a498045d7
出典データセット
uspto-grants-1996_02
特許番号
US05495048

反応ノート

読み込み中…