Butyl Chloride → 2-(3-Phenoxyphenyl)hexanenitrile

HRID 128228

반응식

HRID 128228 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 234689332-(3-Phenoxyphenyl)hexanenitrile수율 54.8%

시약·촉매·용매 2

HCID 6285Tetraethylammonium Bromide촉매HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6d9cf5bcc342455dbac8b50fec879111
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04259339

연결된 노트

불러오는 중…