1-Dodecanol → Dodecyl N,N-dimethylalaninate

HRID 1953818Notes

Reaction equation

HRID 1953818 reaction equation
[CH3:1][N:2]([CH:4]([CH3:10])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH3:3].[CH2:11](O)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]CC.C[O-].[Na+]>C(O)C>[CH3:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:9][CH2:8][O:7][C:5]([CH:4]([N:2]([CH3:3])[CH3:1])[CH3:10])=[O:6]

Participants

5

Reactant 3

HCID 81931-DodecanolHCID 10942334Sodium MethoxideHCID 13010786HCID 13010786, compound

Product 1

HCID 3025823Dodecyl N,N-dimethylalaninate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A representative reaction scheme follows: ##STR6## The ethyl 2-(N,N-dimethylamino)-propionate is preferably refluxed for about 2 hours in the presence of 10 percent stoichiometric excess 1-dodecanol and a catalytic amount of sodium methoxide (predissolved in toluene). During this process, the ethanol formed is removed from the reaction medium by azeotropic distillation. Following the reaction phase, the solids of the remaining mixture are filtered off, resulting in a DDAIP filtrate.

Workup

  1. customA representative reaction scheme
  2. customis removed from the reaction medium by azeotropic distillation
  3. filtrationthe solids of the remaining mixture are filtered off

Sources & evidence

ORD record
ord-5ca2bc9da66644e297c60eeef69be4e8
Source dataset
uspto-grants-2000_09
Patent number
US06118020

Reaction notes

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