Water → Benzenebutanenitrile

HRID 1285603Notes

Reaction equation

HRID 1285603 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C-]#[N:13].[Na+].O>C(O)C>[C:6]1([CH2:5][CH2:4][CH2:3][C:2]#[N:13])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8929Sodium CyanideHCID 2596681-Bromo-4-phenylbutane

Product 1

HCID 74897Benzenebutanenitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-bromo-4-phenylbutane (58.8 g, 0.24 mole) and sodium cyanide (25 g, 0.5 mole) in ethanol (300 ml)-water (100 ml) is heated at reflux with stirring for 5 hours. The resulting reaction mixture is concentrated in vacuo and extracted with ether. The ethereal extract is filtered and evaporated at reduced pressure to afford the title compound which is purified by distillation.

Workup

  1. temperatureis heated
  2. temperatureat reflux
  3. customThe resulting reaction mixture
  4. concentrationis concentrated in vacuo
  5. extractionextracted with ether
  6. extractionThe ethereal extract
  7. filtrationis filtered
  8. customevaporated at reduced pressure

Sources & evidence

ORD record
ord-0c7fbf944cbc4ff6bd0ac949c10917bf
Source dataset
uspto-grants-1986_01
Patent number
US04567289

Reaction notes

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