Butyl Chloride → 2-(3-Phenoxyphenyl)hexanenitrile

HRID 128228

反応式

HRID 128228 の反応式
[O:1]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[CH2:11][C:12]#[N:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:17](Cl)[CH2:18][CH2:19][CH3:20].[OH-].[Na+]>[Br-].C([N+](CC)(CC)CC)C.O>[O:1]([C:8]1[CH:9]=[C:10]([CH:11]([CH2:17][CH2:18][CH2:19][CH3:20])[C:12]#[N:13])[CH:14]=[CH:15][CH:16]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 8005Butyl ChlorideHCID 14798Sodium HydroxideHCID 40075m-Phenoxybenzyl cyanide

生成物 1

HCID 234689332-(3-Phenoxyphenyl)hexanenitrile収率 54.8%

試薬・触媒・溶媒 2

HCID 6285Tetraethylammonium Bromide触媒HCID 962Water溶媒

実験手順

Into a three-necked 500 ml round-bottom flask are charged 35 g (0.17 mole) of m-phenoxybenzyl cyanide, 16.3 g (0.17 mole) of butyl chloride 4 g of tetraethylammonium bromide. To this mixture is added 27 g (0.34 mole) of 50% sodium hydroxide solution dropwise with stirring. The reaction mixture is heated at 90° for three hours. It is then poured into water and extracted with hexane. The combined hexane extracts are washed with water and dried over MgSO4. Solvent is evaporated to give 39 g of crude product. Vacuum distillation (149°-155°/0.2 mm) provides 24.7 g of pure product.

後処理

  1. temperatureThe reaction mixture is heated at 90° for three hours
  2. extractionextracted with hexane
  3. washThe combined hexane extracts are washed with water
  4. dry with materialdried over MgSO4
  5. customSolvent is evaporated
  6. customto give 39 g of crude product
  7. distillationVacuum distillation (149°-155°/0.2 mm)

出典と根拠

ORDレコード
ord-6d9cf5bcc342455dbac8b50fec879111
出典データセット
uspto-grants-1981_03
特許番号
US04259339

関連ノート

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