Pyridine → Ethyl [4-(phenylmethyl)phenyl]carbamate

HRID 1277832

Reaction equation

HRID 1277832 reaction equation
[C:1]1([CH2:7][C:8]2[CH:9]=[C:10](N)[CH:11]=[CH:12][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:16]([O:18][CH2:19][CH3:20])=[O:17].[N:21]1C=CC=CC=1>>[C:1]1([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([NH:21][C:16](=[O:17])[O:18][CH2:19][CH3:20])=[CH:12][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 3088693-Benzylaniline

Product 1

HCID 54393886Ethyl [4-(phenylmethyl)phenyl]carbamate

Conditions

Temperature
5 °C

Procedure

3-(Phenylmethyl)benzenamine (0.1 mole) and pyridine (50 ml) are charged into a glass reaction vessel fitted with a mechanical stirrer and thermometer and are cooled to about 5° C. Ethyl chloroformate (0.125 mole) is added, with stirring, at about 5° C. Stirring is continued for a period of about 30 minutes at about 5° C., then for an additional 16 hours at room temperature. The mixture is then washed with 2 portion of water (50 ml), dried and the solvent is then removed to yield the desired product ethyl [N-(phenylmethyl)phenyl]carbamate.

Workup

  1. customfitted with a mechanical stirrer
  2. stirringStirring
  3. waitfor an additional 16 hours at room temperature
  4. washThe mixture is then washed with 2 portion of water (50 ml)
  5. customdried
  6. customthe solvent is then removed

Sources & evidence

ORD record
ord-5cf3c6a9588c45a29238209be84be65b
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Linked notes

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