Ethylamine → benzyl N-ethylcarbamate

HRID 554580Notes

Reaction equation

HRID 554580 reaction equation
[CH2:1]([NH2:3])[CH3:2].C(N(C(C)C)CC)(C)C.Cl[C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15]>C(Cl)Cl>[CH2:17]([O:16][C:14](=[O:15])[NH:3][CH2:1][CH3:2])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 6341EthylamineHCID 10387Benzyl chloroformateHCID 81531Diisopropylethylamine

Product 1

HCID 12384304benzyl N-ethylcarbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Ethylamine (1.3 mL, 20.0 mmol) and diisopropylethylamine (7 mL, 40.0 mmol) were combined in CH2Cl2 (200 mL) and cooled to 0° C. Benzyl chloroformate (2.86 mL, 20.0 mmol) was added dropwise, and the reaction was stirred at 0° C. for 30 minutes. The mixture was warmed to room temperature and washed with H2O, 0.1N aqueous HCl, and H2O, and then dried and concentrated to give ethyl-carbamic acid benzyl ester.

Workup

  1. temperatureThe mixture was warmed to room temperature
  2. washwashed with H2O, 0.1N aqueous HCl, and H2O
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f10d517132084b74942779715f223f2f
Source dataset
uspto-grants-2011_11
Patent number
US08049015B2

Reaction notes

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