Ethanol → HCID 86744379, compound

HRID 1110645Notes

Reaction equation

HRID 1110645 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S1([CH2:14][CH2:13]CC1)(=O)=[O:9].[C]=[O:16].[CH2:17]([OH:19])[CH3:18]>[Cu](I)I>[CH2:13]([N:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:17](=[O:19])[OH:16])[CH3:14].[NH2:1][C:2]([O:19][CH2:17][CH3:18])=[O:9]

Participants

6

Reactant 4

HCID 702EthanolHCID 6115AnilineHCID 31347SulfolaneHCID 178418416HCID 178418416, compound

Product 1

HCID 86744379HCID 86744379, compound

Reagents, catalysts & solvents 1

HCID 83717Copper iodideCatalyst

Procedure

The same autoclave as in Example 10 was charged with 1 g (10.7 m moles) of aniline, 8 g (173.6 m moles) of ethanol, 8 g (66.6 m moles) of sulfolane and 0.48 g (2.52 m moles) of copper iodide. Carbon monoxide and air were put in the autoclave under pressure to adjust their partial pressures to 75 kg/cm2G and 35 kg/cm2G, respectively, and the reaction was carried out at a temperature of 158° C. for 2 hours. Consequently, the urethane (ethyl N-phenylcarbamate) yield based on aniline was 95.8% and the amount of diethyl carbonate obtained was 0.52 m moles.

Sources & evidence

ORD record
ord-2e8295e22edf415b93ff2039ec8d450f
Source dataset
uspto-grants-1990_12
Patent number
US04976679

Reaction notes

Loading…