Ethanol → Ethyl N-phenylcarbamate

HRID 1856492Notes

Reaction equation

HRID 1856492 reaction equation
N1[CH:6]=[CH:5]C=CC=1.[N+:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([O-])=O.[C]=[O:17].[CH2:18]([OH:20])C>[Pd](Cl)Cl.[Fe](Cl)(Cl)Cl>[C:10]1([NH:7][C:18]([O:20][CH2:5][CH3:6])=[O:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

7

Reactant 4

HCID 702EthanolHCID 1049PyridineHCID 7416NitrobenzeneHCID 178418416HCID 178418416, compound

Product 1

HCID 7591Ethyl N-phenylcarbamate

Reagents, catalysts & solvents 2

HCID 24290Palladium ChlorideCatalystHCID 24380Iron chloride (FeCl3)Catalyst2×

Procedure

A mixture of 0.002% of palladium chloride, 3.5% of iron(III)chloride and 3.3% of pyridine was used as the catalyst system. This procedure corresponds to the procedure described in German Offenlegungsschrift No. 2,603,574 where iron(III)chloride is added as the activating Lewis acid. The reaction of nitrobenzene, ethanol and carbon monoxide to form phenyl urethane was carried out using this catalyst system under the conditions described in Example 4.

Sources & evidence

ORD record
ord-f63ce6de1a77444b90023faa5bf58c96
Source dataset
uspto-grants-1980_08
Patent number
US04219661

Reaction notes

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