1-Bromo-3-chloropropane → 1-(3-Chloro-propyl)-2-methyl-pyrrolidine

HRID 272814Notes

Reaction equation

HRID 272814 reaction equation
[CH3:1][CH:2]1[CH2:6][CH2:5][CH2:4][NH:3]1.[OH-].[Na+].Br[CH2:10][CH2:11][CH2:12][Cl:13]>CC(C)=O>[Cl:13][CH2:12][CH2:11][CH2:10][N:3]1[CH2:4][CH2:5][CH2:6][CH:2]1[CH3:1]

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 130032-MethylpyrrolidineHCID 14798Sodium Hydroxide

Product 1

HCID 125732671-(3-Chloro-propyl)-2-methyl-pyrrolidineYield 59%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Methylpyrrolidine (0.9 g, 10.6 mmol), acetone (18 ml, 20 vol), 5M NaOH solution (2.50 ml) and 1-bromo-3-chloropropane (5 g, 31.8 mmol, 3 eq) were reacted together according to general procedure A to give the title compound (1 g, 59%) as a pale yellow oil.

Sources & evidence

ORD record
ord-0a349c2eadc3405ab1aba21bd02136f8
Source dataset
uspto-grants-2008_11
Patent number
US07456164B2

Reaction notes

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