Potassium Carbonate → Methyl 4-(dimethylamino)butanoate

HRID 1430333Notes

Reaction equation

HRID 1430333 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-3c18217042ff442091753938dc06fd1f
Source dataset
uspto-grants-2015_01
Patent number
US08940793B2

Reaction notes

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