Sodium Hydroxide → 4-Bromoquinoline-6-carbonitrile

HRID 1437388ノート

反応式

HRID 1437388 の反応式
O=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=2)[NH:5][CH:4]=[CH:3]1.P(Br)(Br)[Br:15].[OH-].[Na+]>CN(C=O)C>[Br:15][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 24614Phosphorus tribromideHCID 116583514-Hydroxyquinoline-6-carbonitrile

生成物 1

HCID 115214964-Bromoquinoline-6-carbonitrile収率 87%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of quinolinone (b) (12.0 g, 70.5 mmol) in DMF (60 ml) was treated dropwise with phosphorus tribromide (8.0 ml, 84.6 mmol) over 10 minutes (exothermic). After allowing to stir and cool to room temperature, ice water (100 ml) was added and the mixture was stirred 30 minutes, then basified to pH8 by dropwise addition of 50% NaOH with cooling. The resultant solid was filterd off, washed with water and air dried to afford a tan solid (14.3 g, 87%).

後処理

  1. stirringthe mixture was stirred 30 minutes
  2. temperaturewith cooling
  3. washwashed with water and air
  4. customdried

出典と根拠

ORDレコード
ord-c390ae1c8dd440979a455252a9a7da2b
出典データセット
uspto-grants-2009_11
特許番号
US07622481B2

反応ノート

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