Ethylamine → benzyl N-ethylcarbamate

HRID 563674Notes

Reaction equation

HRID 563674 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. Once no starting material was seen by analytical tlc, the mixture was warmed to room temperature and washed with H2O, 0.1N aqueous HCl, and H2O, and then dried and concentrated to give the title compound.

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-e512d783c92f401387eeea7e85b6f925
Source dataset
uspto-grants-2011_11
Patent number
US08067445B2

Reaction notes

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