Butyl Chloride → 2-(4-Phenylthiophenyl) hexanenitrile

HRID 128224

반응식

HRID 128224 반응식
[C:1]1([S:7][C:8]2[CH:16]=[CH:15][C:11]([CH2:12][C:13]#[N:14])=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:17](Cl)[CH2:18][CH2:19][CH3:20].[OH-].[Na+]>[Br-].C([N+](CC)(CC)CC)C.O>[C:1]1([S:7][C:8]2[CH:16]=[CH:15][C:11]([CH:12]([CH2:17][CH2:18][CH2:19][CH3:20])[C:13]#[N:14])=[CH:10][CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 3

HCID 8005Butyl ChlorideHCID 14798Sodium Hydroxide2회HCID 238605[4-(Phenylsulfanyl)phenyl]acetonitrile

생성물 1

HCID 544229802-(4-Phenylthiophenyl) hexanenitrile수율 65.1%

시약·촉매·용매 2

HCID 6285Tetraethylammonium Bromide촉매HCID 962Water용매

실험 절차

To a mixture of 41 g (0.18 mole) of 4-phenylthiobenzyl cyanide, 18 g (0.19 mole) of butyl chloride and 2 g of tetraethylammonium bromide is added 16 g (0.2 mole) of 50% sodium hydroxide solution dropwise at room temperature with stirring. The reaction mixture is heated at 85° for 1/2 hour and then an additional 16 g (0.2 mole) of 50% sodium hydroxide solution are added. Heating is continued for another 1/2 hour. The reaction mixture is poured into water and extracted with ether. The combined ether extracts are washed with water, saturated sodium chloride solution and dried over MgSO4. Solvent is evaporated to give 47 g of a crude product. Vacuum distillation (173°-180°/0.05 mm) gives 33 g of pure product.

후처리

  1. temperatureThe reaction mixture is heated at 85° for 1/2 hour
  2. temperatureHeating
  3. extractionextracted with ether
  4. washThe combined ether extracts are washed with water, saturated sodium chloride solution
  5. dry with materialdried over MgSO4
  6. customSolvent is evaporated
  7. customto give 47 g of a crude product
  8. distillationVacuum distillation (173°-180°/0.05 mm)

출처 및 근거

ORD 기록
ord-1d8b680913c54b35923d1760dd742b70
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04259339

연결된 노트

불러오는 중…