Dimethylamine → 5-(Dimethylamino)pentanenitrile

HRID 1264298Notes

Reaction equation

HRID 1264298 reaction equation
[CH3:1][NH:2][CH3:3].Br[CH2:5][CH2:6][CH2:7][CH2:8][C:9]#[N:10]>[OH-].[Na+]>[CH3:1][N:2]([CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]#[N:10]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 794355-Bromopentanenitrile

Product 1

HCID 53056495-(Dimethylamino)pentanenitrile

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of dimethylamine (4 mL, 40% in water) and 5-bromo-pentanenitrile (2.3 mL, 20 mmol) is stirred for 24 h. The resulting reaction mixture is diluted with sodium hydroxide solution (10 mL, 5M) and extracted with ether. The ether extract is dried over K2CO3 and concentrated under reduced pressure to give an oil (1.5 g) which is used without further purification.

Workup

  1. customThe resulting reaction mixture
  2. extractionextracted with ether
  3. extractionThe ether extract
  4. dry with materialis dried over K2CO3
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-44a70acd3b3c45d787ed0e4e7e0076b1
Source dataset
uspto-grants-2003_04
Patent number
US06541505B1

Reaction notes

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