Acetone → phenyl N-methoxy-N-(2-methylphenyl)carbamate

HRID 399783

Reaktionsgleichung

Reaktionsgleichung von HRID 399783
[C:1](=[O:10])([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[NH2:2].[C:11]([O-:14])([O-])=O.[K+].[K+].S(OC)(OC)(=O)=O.[CH3:24][C:25]([CH3:27])=O>>[CH3:11][O:14][N:2]([C:24]1[CH:6]=[CH:5][CH:4]=[CH:9][C:25]=1[CH3:27])[C:1](=[O:10])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

5

Edukt 4

HCID 180AcetoneHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 69322Phenyl carbamate

Produkt 1

HCID 15767250phenyl N-methoxy-N-(2-methylphenyl)carbamate

Versuchsvorschrift

A mixture of 2.0 g (8.2 mmol) of the phenyl carbamate from Example 4a, 2 g (15 mmol) of K2CO3 and 1.3 g (10 mmol) of dimethyl sulfate in 20 ml of acetone is stirred for 3 hours at room temperature. The reaction mixture is then filtered and evaporated down, and the residue is purified by column chromatography with mixtures of cyclohexane and ethyl acetate. There is obtained 1.5 g (5.8 mmol =71%) of the title compound as a colorless oil, which slowly crystallizes (mp=60° C.).

Aufarbeitung

  1. filtrationThe reaction mixture is then filtered
  2. customevaporated down
  3. customthe residue is purified by column chromatography with mixtures of cyclohexane and ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-334ac67ec1434702a16820ae73be7012
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05824705

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