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

HRID 1683447ノート

反応式

HRID 1683447 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収率 72%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 50 g 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 l 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-3ede8702af6345c392830e26176ca46a
出典データセット
uspto-grants-1997_06
特許番号
US05637771

反応ノート

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