Carbamic acid, N-methyl-, ethyl ester → Butylphenyl n-methylcarbamate

HRID 974093

Reaction equation

HRID 974093 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])[CH2:2][CH2:3][CH3:4].[CH3:12][NH:13][C:14](=O)[O:15]CC.P(Cl)(Cl)(Cl)=O>C1(C)C=CC=CC=1>[CH3:12][NH:13][C:14](=[O:15])[O:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[CH2:1][CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 7752Carbamic acid, N-methyl-, ethyl esterHCID 185152-ButylphenolHCID 24813Phosphorus oxychloride

Product 1

HCID 22930593Butylphenyl n-methylcarbamate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 2-sec butylphenol (1.5 g, 0.01 mole) and ethyl N-methylcarbamate (1.03 g, 0.01 mole) in toluene (10 ml) at 60° C., phosphoryl chloride (0.77 g, 0.05 mole) was added dropwise during 0.5 hours and the contents refluxed for 5 hours. It was worked up as described earlier to furnish 2-sec butylphenyl N-methylcarbamate of the formula (III).

Workup

  1. temperaturethe contents refluxed for 5 hours

Sources & evidence

ORD record
ord-b3cf6df2e6614bdd950412a17123ddbf
Source dataset
uspto-grants-1991_11
Patent number
US05066819

Linked notes

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