1-Bromo-3-chloropropane → 3-Chloropropyl(diethyl)amine

HRID 272833Notes

Reaction equation

HRID 272833 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[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:3]([CH2:4][CH3:5])[CH2:1][CH3:2]

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 8021DiethylamineHCID 14798Sodium Hydroxide

Product 1

HCID 669183-Chloropropyl(diethyl)amineYield 59.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Diethyl-amine (7.27 ml, 70 mmol), acetone (15 ml, 3 vol), 5M NaOH solution (16.8 ml, 1.2 eq.) and 1-bromo-3-chloropropane (16.5 g, 105 mmol, 1.5 eq.) were reacted together according to general procedure A to give the title compound (6.2 g, 59%) as a colourless oil.

Sources & evidence

ORD record
ord-c2c1bbbf84384ab69ed1cc1e433b4b2a
Source dataset
uspto-grants-2008_11
Patent number
US07456164B2

Reaction notes

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