Sodium Chloride → 4-Hydroxybenzyl cyanide

HRID 262431

反応式

HRID 262431 の反応式
[C-]#[N:2].[Na+].[OH:4][C:5]1[CH:15]=[CH:14][C:8]([CH:9](O)[C:10]([O-])=O)=[CH:7][CH:6]=1.[Na+].[Cl-].[Na+]>>[OH:4][C:5]1[CH:15]=[CH:14][C:8]([CH2:9][C:10]#[N:2])=[CH:7][CH:6]=1

参加物

4

反応物 3

HCID 5234Sodium ChlorideHCID 8929Sodium CyanideHCID 23663713Sodium 4-hydroxyphenylglycolate

生成物 1

HCID 265484-Hydroxybenzyl cyanide

反応条件

温度
135 °C

実験手順

Sodium cyanide (25.0 g.) is added to a stirred suspension of anhydrous sodium p-hydroxymandelate (96 g. of 99% w/w material, the impurity being sodium chloride; prepared from 104 g. of monohydrate by azeotropic distillation with 500 ml. of xylene in a Dean and Stark apparatus) in N,N-dimethylformamide (100 ml.), and the mixture is heated at 135° C. for 1 hour and then cooled. Water (170 ml.) and formic acid (38 ml.) are added and the mixture is extracted twice with methyl isobutyl ketone (330 ml. and 170 ml. respectively). The combined extracts are washed twice with water (240 ml. and 180 ml. respectively) and then concentrated by evaporation. There is thus obtained a solution of p-hydroxybenzyl cyanide in methyl isobutyl ketone which is suitable for conversion to p-hydroxyphenylacetamide without further purification.

後処理

  1. customprepared from 104 g
  2. distillationof monohydrate by azeotropic distillation with 500 ml
  3. temperaturecooled
  4. additionWater (170 ml.) and formic acid (38 ml.) are added
  5. extractionthe mixture is extracted twice with methyl isobutyl ketone (330 ml
  6. washThe combined extracts are washed twice with water (240 ml
  7. concentrationrespectively) and then concentrated by evaporation

出典と根拠

ORDレコード
ord-28aa4e4d450c4980b51e07ba96da11ab
出典データセット
uspto-grants-1979_05
特許番号
US04154757

関連ノート

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