Potassium Carbonate → Methyl 4-(dimethylamino)butanoate

HRID 1430329Notes

Reaction equation

HRID 1430329 reaction equation
[Cl-].[CH3:2][O:3][C:4](=[O:11])[CH2:5][CH2:6][CH2:7][NH+:8]([CH3:10])[CH3:9].C([O-])([O-])=O.[K+].[K+]>ClCCl>[CH3:9][N:8]([CH3:10])[CH2:7][CH2:6][CH2:5][C:4]([O:3][CH3:2])=[O:11]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86670057HCID 86670057, compound

Product 1

HCID 210997Methyl 4-(dimethylamino)butanoateYield 66.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A suspension of 4-methoxy-N,N-dimethyl-4-oxo-1-butanaminium chloride (3) (5.44 g, 0.03 mol) and anh. K2CO3 (5.52 g, 0.04 mol) in dichloromethane (70 ml) was vigorously stirred at ambient temperature for 24 h. The precipitate was filtered, washed with dichloromethane, and the filtrate was evaporated. The residue was distilled at 32-35° C./3-4 mm Hg to give 2.88 g (66%) of methyl 4-(dimethylamino)butanoate.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with dichloromethane
  3. customthe filtrate was evaporated
  4. distillationThe residue was distilled at 32-35° C./3-4 mm Hg

Sources & evidence

ORD record
ord-22c3ffcdb5bd461db0ebca655ff99430
Source dataset
uspto-grants-2015_01
Patent number
US08940793B2

Reaction notes

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