Butyl Chloride → 2-(2-Phenoxyphenyl)hexanenitrile

HRID 1613258ノート

反応式

HRID 1613258 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+]>CS(C)=O.O>[CH2:19]([CH:13]([C:1]#[N:2])[C:12]1[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=1[O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:20][CH2:21][CH3:22]

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 86.1%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 962Water溶媒

実験手順

Into a 300 ml three-necked flask equipped with a stirrer, a condenser, a thermometer and an addition funnel are charged 50 ml of dimethyl sulfoxide and 7.4 g (0.15 mole) of sodium cyanide. A solution of 30 g (0.14 mole) of o-phenoxybenzyl chloride in 10 ml of dimethyl sulfoxide is added dropwise at room temperature. The reaction mixture is stirred for 11/2 hours. Butyl chloride (18.7 g, 0.14 mole) is then added to the reaction mixture followed by dropwise addition of 34.3 g (0.43 mole) of 50% sodium hydroxide solution. Reaction temperature increased to 52° after the addition and stirring is continued for 1 hour. The reaction mixture is then diluted with 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 product. The product can be further purified by vacuum distillation (b.p. 137-142/0.2 mm).

後処理

  1. customInto a 300 ml three-necked flask equipped with a stirrer, a condenser
  2. customReaction temperature
  3. temperatureincreased to 52°
  4. additionafter the addition
  5. stirringstirring
  6. waitis continued for 1 hour
  7. extractionextracted with hexane
  8. washThe combined hexane extracts are washed with water
  9. dry with materialdried over MgSO4
  10. customSolvent is evaporated

出典と根拠

ORDレコード
ord-7f1804e591594598a9bed0fc2e75250b
出典データセット
uspto-grants-1993_03
特許番号
US05192783

反応ノート

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