Ethyl chloroformate → N-(1,1-dimethoxyprop-2-yl)urethane

HRID 981102

Reaction equation

HRID 981102 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[CH3:7][O:8][CH:9]([O:13][CH3:14])[CH:10]([NH2:12])[CH3:11].[OH-].[Na+]>C1(C)C=CC=CC=1.O>[CH3:7][O:8][CH:9]([O:13][CH3:14])[CH:10]([NH:12][C:2]([O:4][CH2:5][CH3:6])=[O:3])[CH3:11]

Participants

6

Reactant 3

HCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 936582,2-Dimethoxy-1-methylethylamine

Product 1

HCID 15069987N-(1,1-dimethoxyprop-2-yl)urethane

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

80 g (0.73 mol) of ethyl chloroformate are added dropwise to 86.2 g (0.72 mol) of 2-aminopropionaldehyde dimethyl acetal in 350 ml of toluene and 32 g (0.8 mol) of NaOH in 300 ml of water. The mixture is stirred at room temperature for a further 2 hours, the organic phase is separated off, the aqueous phase is extracted with toluene and the toluene solutions are dried over K CO2. The solution is concentrated and the residue is distilled.

Workup

  1. customthe organic phase is separated off
  2. extractionthe aqueous phase is extracted with toluene
  3. dry with materialthe toluene solutions are dried over K CO2
  4. concentrationThe solution is concentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-601fee977f964477af88a7844b7489f2
Source dataset
uspto-grants-1991_02
Patent number
US04990517

Linked notes

Loading…