Dimethylformamide → 1-Bromopropane

HRID 2106934Notes

Reaction equation

HRID 2106934 reaction equation
[CH2:1]([Br:4])[CH2:2][CH3:3].[CH2:5]([N:8]([CH2:12][CH2:13][CH3:14])[CH2:9][CH2:10][CH3:11])[CH2:6][CH3:7].[CH3:15][N:16]([CH3:19])[CH:17]=[O:18]>>[CH2:1]([Br:4])[CH2:2][CH3:3].[CH3:15][N:16]([CH3:19])[CH:17]=[O:18].[CH2:5]([N:8]([CH2:12][CH2:13][CH3:14])[CH2:9][CH2:10][CH3:11])[CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 7616TripropylamineHCID 78401-Bromopropane

Product 2

HCID 78401-BromopropaneHCID 86743996HCID 86743996, compound

Procedure

135 g (1.09 moles) of propyl bromide and 140 g (0.96 moles) of tripropylamine are heated together with 200 ml of dimethylformamide up to 130° C., in equipment provided with reflux condenser and thermometer, for 6 hours. The end point can be ascertained by the disappearance of the two phases formed from propyl bromide and dimethylformamide/tripropylamine and by the rise in temperature. The resulting solution is cooled and crystals of tetrapropylammonium bromide are precipitated. The crystalline product is filtered and dried.

Workup

  1. customprovided
  2. temperaturewith reflux condenser

Sources & evidence

ORD record
ord-900d35b61915408587f40ad59108e84f
Source dataset
uspto-grants-1990_06
Patent number
US04931593

Reaction notes

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