1-Bromo-3-chloropropane → (3-Chloropropyl)(methyl)(propan-2-yl)amine

HRID 272837Notes

Reaction equation

HRID 272837 reaction equation
[CH:1]([NH:4][CH3:5])([CH3:3])[CH3:2].[OH-].[Na+].Br[CH2:9][CH2:10][CH2:11][Cl:12]>CC(C)=O>[Cl:12][CH2:11][CH2:10][CH2:9][N:4]([CH:1]([CH3:3])[CH3:2])[CH3:5]

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 14798Sodium HydroxideHCID 78485N-Methylisopropylamine

Product 1

HCID 23091614(3-Chloropropyl)(methyl)(propan-2-yl)amineYield 66%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Isopropylmethylamine (4 g, 56 mmol), acetone (12 ml, 3 vol), 5M NaOH solution (13.44 ml, 1.2 eq.) and 1-bromo-3-chloropropane (13.22 g, 84 mmol, 1.5 eq.) were reacted together according to general procedure A to give the title compound (4.8 g, 66%) as a colourless oil.

Sources & evidence

ORD record
ord-5cef553629dc481c8d1b26f96aca15bb
Source dataset
uspto-grants-2008_11
Patent number
US07456164B2

Reaction notes

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