Ethanamine, 2,2,2-trifluoro- → 4-Nitrophenyl 2,2,2-trifluoroethylcarbamate

HRID 445349Notes

Reaction equation

HRID 445349 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=[O:3].CCN(C(C)C)C(C)C.[F:23][C:24]([F:28])([F:27])[CH2:25][NH2:26]>C(Cl)Cl>[F:23][C:24]([F:28])([F:27])[CH2:25][NH:26][C:2](=[O:3])[O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformate

Product 1

HCID 579411714-Nitrophenyl 2,2,2-trifluoroethylcarbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 4-nitrophenyl chloroformate (4578 mg, 22715 μmol) and DIEA (2638 μL, 15143 μmol) in DCM (100 mL) at 0° C. was added 2,2,2-trifluoro-ethylamine (1500 μL, 15143 μmol). The resulting mixture was then stirred at 0° C. for 4 h and at RT for overnight. Then, the mixture was concentrated and a white precipitation was observed. The mixture was then filtered to give the title compound as a white solid, which was used in the next step without purification requirement.

Workup

  1. concentrationThen, the mixture was concentrated
  2. customa white precipitation
  3. filtrationThe mixture was then filtered

Sources & evidence

ORD record
ord-17da14e71d2f4e228517442c3e772247
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Reaction notes

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