Bromine → Dimethyloctylamine

HRID 1111150Notes

Reaction equation

HRID 1111150 reaction equation
Br.[CH3:2][N:3]([CH3:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].BrBr>O>[CH3:2][N:3]([CH3:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 22153594Dimethyloctylamine hydrobromide

Product 1

HCID 16224DimethyloctylamineYield 223.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

The recrystallized dimethyloctylamine hydrobromide (11.14 g, 46.8 mmoles) was placed in a 250 ml round-bottom flask and dissolved in a minimum amount of water (21 ml). Bromine (2.40 ml, 7.47 g, 46.8 mmoles) was added dropwise with vigorous stirring from a 10.0 ml buret. The product separated as a dark red oil on the bottom of the flask. The top aqueous layer was decanted and the remaining traces of water removed by warming the flask to 50° C. at aspirator pressure to give the product as a clear red oil (yield 16.47 g, 89%). %Brtot =57.47 (calc 60.23%); %Brox =36.68 (calc 40.15%).

Workup

  1. customThe product separated as a dark red oil on the bottom of the flask
  2. customThe top aqueous layer was decanted
  3. customthe remaining traces of water removed

Sources & evidence

ORD record
ord-7bc67f4297824f2f83741058bbf613a2
Source dataset
uspto-grants-1990_12
Patent number
US04978685

Reaction notes

Loading…