Butyl Chloride → 2-(2-Phenoxyphenyl)hexanenitrile

HRID 1862996ノート

反応式

HRID 1862996 の反応式
[C-:1]#[N:2].[Na+].[O:4]([C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH2:13]Cl)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH2:19](Cl)[CH2:20][CH2:21][CH3:22].[OH-].[Na+]>O.CS(C)=O>[O:4]([C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]([CH2:19][CH2:20][CH2:21][CH3:22])[C:1]#[N:2])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

参加物

7

反応物 4

HCID 8005Butyl ChlorideHCID 8929Sodium CyanideHCID 14798Sodium HydroxideHCID 169302Benzene, (chloromethyl)phenoxy-

生成物 1

HCID 197756142-(2-Phenoxyphenyl)hexanenitrile収率 92.8%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

Into a three-necked 300 ml round-bottom flask are charged 7.4 g (0.15 mole) of sodium cyanide and 80 ml of dimethyl sulfoxide. To this slurry is added 30 g (0.13 mole) of 2-phenoxybenzyl chloride dropwise. Reaction temperature increases from 24° to 44° C. The reaction mixture is stirred for an additional 11/2 hours. To this reaction mixture is added 13.7 g (0.13 mole) of butyl chloride followed by dropwise addition of 34 g (0.4 mole) of 50% sodium hydroxide solution. After stirring for an additional 1/2 hour, reaction mixture is poured into 150 ml of water and extracted with hexane. The combined hexane extracts are washed with water and dried over MgSO4. Solvent is evaporated to give 32 g of a crude product. Material can be further purified by vacuum distillation (bp 149-60/0.25 mm).

後処理

  1. customReaction temperature
  2. temperatureincreases from 24° to 44° C
  3. stirringAfter stirring for an additional 1/2 hour
  4. customreaction mixture
  5. extractionextracted with hexane
  6. washThe combined hexane extracts are washed with water
  7. dry with materialdried over MgSO4
  8. customSolvent is evaporated

出典と根拠

ORDレコード
ord-2009824e844c4711864ee132d75c55a3
出典データセット
uspto-grants-1979_09
特許番号
US04167576

反応ノート

読み込み中…