Reaction #2075690

ord-2c2fffdf8980466986ca78334d9d860e

Reaction equation

NCC(O)CO
3-aminopropan-1,2-diol
CCOC(=O)C(F)(F)F
ethyl trifluoroacetate
O=C(NCC(O)CO)C(F)(F)F
pure colorless oil
Yield 95.0%
O=C(NCC(O)CO)C(F)(F)F
N-(2,3-dihydroxypropyl)-2,2,2-trifluoroacetamide
Yield 95.0%

Conditions

Temperature
0°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherprovided with a magnetic bar
  2. 2
    OtherThe crude reaction product
  3. 3
    Otherwas then evaporated to dryness

Procedure

15 g of 3-aminopropan-1,2-diol (164.6 mmol) were solubilized in 100 ml of tetrahydrofuran in a round-bottomed flask provided with a magnetic bar. The reaction mixture was then cooled to 0° C. on an ice bath and 21.5 ml of ethyl trifluoroacetate (181.1 mmol) were gradually added. The reaction mixture was stirred for 2 hours at room temperature. The crude reaction product was then evaporated to dryness. 29 g of a pure colorless oil were thus obtained (yield: 95%), that product was used without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07641914B2uspto-grants-2010_01