Hydrochloric Acid → (3-BROMOBENZYL)DIMETHYLAMINE

HRID 2413163Notes

Reaction equation

HRID 2413163 reaction equation
[CH3:1][NH:2][CH3:3].[Br:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH2:8]Br.Cl>C1C=CC=CC=1>[Br:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH2:8][N:2]([CH3:3])[CH3:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 699793-Bromobenzyl bromide

Product 1

HCID 4341665(3-BROMOBENZYL)DIMETHYLAMINEYield 80%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Dimethylamine (51.4 g, 1.14 mol) was reacted with 3-bromobenzyl bromide (95 g, 0.38 mol) in benzene at 5° and the mixtue was acidified with hydrochloric acid and the mixture was extracted with aqueous 3N hydrochloric acid. The aqueous extracts were made alkaline with aqueous potassium hydroxide and the oil which separated out was distilled to give 3-bromo-N,N-dimethylbenzylamine (65 g, 80%) b.p. 118°/20 mmHg.

Workup

  1. extractionthe mixture was extracted with aqueous 3N hydrochloric acid
  2. customthe oil which separated out
  3. distillationwas distilled

Sources & evidence

ORD record
ord-52b2dd3f106e4e15a3e588899cbbad87
Source dataset
uspto-grants-1985_01
Patent number
US04496567

Reaction notes

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