(4-Aminophenoxy)benzene → HCID 898756, compound

HRID 1277817Notes

Reaction equation

HRID 1277817 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:16]([O:18][CH2:19][CH3:20])=[O:17]>N1C=CC=CC=1>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:16](=[O:17])[O:18][CH2:19][CH3:20])=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8764(4-Aminophenoxy)benzeneHCID 10928Ethyl chloroformate

Product 1

HCID 898756HCID 898756, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
4 °C

Procedure

4-Phenoxybenzenamine (18.5 grams; 0.1 mole) and pyridine (50 ml) were charged into a glass reaction vessel fitted with a mechanical stirrer and thermometer and cooled to about 4° C. Ethyl chloroformate (13.5 grams; 0.125 mole) was added and the reaction stirred at about 4° C. for a period of about 30 minutes, stirring was then continued at room temperature for another 16 hours. Crystallization occured, whereupon the precipitate was filtered from the reaction medium, washed with water, and air dried to give the desired product ethyl (4-phenoxyphenyl)carbamate.

Workup

  1. customfitted with a mechanical stirrer
  2. stirringstirring
  3. waitwas then continued at room temperature for another 16 hours
  4. customCrystallization
  5. filtrationwas filtered from the reaction medium
  6. washwashed with water, and air
  7. customdried

Sources & evidence

ORD record
ord-dedada6beb2747c1afa74bb05f7578fb
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

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