1-Methyl-2-piperidinemethanol → N-methyl-2-piperidylmethyl N,N-dimethylaminoacetate

HRID 483479Notes

Reaction equation

HRID 483479 reaction equation
[CH3:1][N:2]([CH3:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:10][N:11]1C[CH2:15][CH2:14][CH2:13][CH:12]1CO>C(O)C>[CH3:1][N:2]([CH2:3][C:4]([O:6][CH2:7][CH:8]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]1[CH3:10])=[O:5])[CH3:9]

Participants

4

Reactant 2

HCID 893941-Methyl-2-piperidinemethanolHCID 118412Glycine, N,N-dimethyl-, ethyl ester

Product 1

HCID 19753089N-methyl-2-piperidylmethyl N,N-dimethylaminoacetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 75 g of ethyl N,N-dimethylglycinate, 75 g of 1-methyl-2-piperidylmethanol and 1 g of titanium tetra(n-butoxide) was heated at 45° C. until the amount of ethanol collected indicated the reaction was complete. After cooling a small amount of water was added, the mixture was filtered, and the filtrate was distilled under reduced pressure to provide N-methyl-2-piperidylmethyl N,N-dimethylaminoacetate.

Workup

  1. customcollected
  2. temperatureAfter cooling a small amount of water
  3. additionwas added
  4. filtrationthe mixture was filtered
  5. distillationthe filtrate was distilled under reduced pressure

Sources & evidence

ORD record
ord-d6308de8a1ec43cdb67084bf42d56e20
Source dataset
uspto-grants-1993_07
Patent number
US05225513

Reaction notes

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