Potassium Carbonate → phenyl N-(2,2-dimethoxyethyl)carbamate

HRID 1589429Notes

Reaction equation

HRID 1589429 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[CH3:11][O:12][CH:13]([O:16][CH3:17])[CH2:14][NH2:15].C(=O)([O-])[O-].[K+].[K+]>O>[CH3:11][O:12][CH:13]([O:16][CH3:17])[CH2:14][NH:15][C:2](=[O:3])[O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 89728Aminoacetaldehyde dimethyl acetal

Product 1

HCID 20246943phenyl N-(2,2-dimethoxyethyl)carbamateYield 66.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Phenyl chloroformate (1.73 g.) was added to a vigorously stirred solution of 2,2-dimethoxyethylamine (1.05 g.) and potassium carbonate (1.39 g.) in water (20 ml.), and the mixture stirred at room temperature for 2 hours. The mixture was extracted with ether, and the ether extract dried and evaporated to dryness to give phenyl N-(2,2-dimethoxyethyl)carbamate (1.5 g.) which was used without further purification.

Workup

  1. extractionThe mixture was extracted with ether
  2. extractionthe ether extract
  3. customdried
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-0a7bd11c8a6b464b921ba98d30347ad5
Source dataset
uspto-grants-1986_02
Patent number
US04570000

Reaction notes

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