Toluene → N-Allyl-N-(1,1-dimethoxyprop-2-yl)-urethane

HRID 1645994Notes

Reaction equation

HRID 1645994 reaction equation
[CH2:1]([NH:4][CH:5]([CH3:11])[CH:6]([O:9][CH3:10])[O:7][CH3:8])[CH:2]=[CH2:3].C1(C)C=CC=CC=1.[OH-].[Na+].Cl[C:22]([O:24][CH2:25][CH3:26])=[O:23]>O>[CH2:1]([N:4]([CH:5]([CH3:11])[CH:6]([O:9][CH3:10])[O:7][CH3:8])[C:22](=[O:23])[O:24][CH2:25][CH3:26])[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 1140TolueneHCID 10928Ethyl chloroformateHCID 14798Sodium HydroxideHCID 19100951HCID 19100951, compound

Product 1

HCID 15069988N-Allyl-N-(1,1-dimethoxyprop-2-yl)-urethane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

125 g (0.785 mol) of allyl-(1,1-dimethoxyprop-2-yl)amine are initially introduced into 400 ml of toluene, a solution of 40 g of sodium hydroxide in 200 ml of water is added, the mixture is cooled in an ice-bath to 0° C. and 95 g (0.876 mol) of ethyl chloroformate are added dropwise. The mixture is then stirred for 3 hours at room temperature, and the aqueous phase is separated off and extracted twice using 100 ml of toluene each time. The extracts are dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. customthe aqueous phase is separated off
  2. extractionextracted twice
  3. dry with materialThe extracts are dried over potassium carbonate
  4. concentrationconcentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-7124f57d3fe34666a4d0a739a6886c0d
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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