Water → (6-Hydroxy-2-naphthyl)-propanonitrile

HRID 485980ノート

反応式

HRID 485980 の反応式
B(Br)(Br)Br.C[O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([CH:17]([CH3:20])[C:18]#[N:19])[CH:11]=[CH:10]2.O>C(Cl)Cl>[OH:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([CH:17]([CH3:20])[C:18]#[N:19])[CH:11]=[CH:10]2

参加物

5

反応物 3

HCID 962WaterHCID 25134Boron tribromideHCID 6073442-(6-Methoxynaphthalen-2-yl)propanenitrile

生成物 1

HCID 19097091(6-Hydroxy-2-naphthyl)-propanonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-10 °C

実験手順

15.6 g of boron tribromide, were dissolved in 100 ml of methylene chloride and cooled to -10° C. To this, 80 ml of methylene chloride solution of 6.0 g oa (6-methoxy-2-naphthyl)-propanonitrile were added dropwise over 2 hours, followed by stirring for 7 hours at room temperature. The resulting reaction mixture was poured into 500 ml of iced water and extracted with ether, followed by washing the ether phase twice with water and then distilling off the solvent. The resulting solid was recrystallized with chloroform-hexane mixture to obtain 4.5 g of oa (6-hydroxy-2-naphthyl)-propanonitrile.

後処理

  1. customThe resulting reaction mixture
  2. extractionextracted with ether
  3. washby washing the ether phase twice with water
  4. distillationdistilling off the solvent
  5. customThe resulting solid was recrystallized with chloroform-hexane mixture

出典と根拠

ORDレコード
ord-81b07f2ae90c49bd8a01d86d2b012271
出典データセット
uspto-grants-1994_03
特許番号
US05290478

反応ノート

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