Ethyl chloroformate → Ethyl 2,2-dimethoxyethylcarbamate

HRID 981082Notes

Reaction equation

HRID 981082 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[CH3:7][O:8][CH:9]([O:12][CH3:13])[CH2:10][NH2:11].[OH-].[Na+]>C1(C)C=CC=CC=1.O>[CH3:7][O:8][CH:9]([O:12][CH3:13])[CH2:10][NH:11][C:2](=[O:3])[O:4][CH2:5][CH3:6]

Participants

6

Reactant 3

HCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 89728Aminoacetaldehyde dimethyl acetal

Product 1

HCID 10921057Ethyl 2,2-dimethoxyethylcarbamate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

214 g (2 mol) of ethyl chloroformate are added dropwise to 214 g (2 mol) of aminoacetaldehyde dimethyl acetal in 1 l of toluene and 90 g of NaOH in 500 ml of water at 10° C. The mixture is stirred at room temperature for a further 2 hours and the aqueous phase is separated off, saturated with sodium chloride and extracted with toluene. The toluene solutions are dried over magnesium sulphate and concentrated and the residue is distilled.

Workup

  1. customthe aqueous phase is separated off, saturated with sodium chloride
  2. extractionextracted with toluene
  3. dry with materialThe toluene solutions are dried over magnesium sulphate
  4. concentrationconcentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-2610d33efda24e278cc5740622a9e5cc
Source dataset
uspto-grants-1991_02
Patent number
US04990517

Reaction notes

Loading…