2,2,2-Trifluoroethanol → HCID 15578587, compound

HRID 557114Notes

Reaction equation

HRID 557114 reaction equation
[F:1][C:2]([F:6])([F:5])[CH2:3][OH:4].C(N(CC)CC)C.[Br:14][CH2:15][CH2:16][C:17](Cl)=[O:18]>ClCCl>[Br:14][CH2:15][CH2:16][C:17]([O:4][CH2:3][C:2]([F:6])([F:5])[F:1])=[O:18]

Participants

5

Conditions

Temperature
0 °C

Procedure

2,2,2-Trifluoroethanol (15 ml, 0.15 mol) and triethylamine (4.5 ml, 32.12 mmol) were added to 30 ml of dichloromethane, and cooled to 0° C. After 10 min, 2.94 ml of 3-bromopropionyl chloride (29.2 mmol) was added dropwise thereto. The mixture was warmed to room temperature and stirred for 5 hrs. After the reaction was terminated by addition of water, the mixture was extracted with ethyl acetate, and the solvent was evaporated under a reduced pressure. The solid impurities were removed by filtration to obtain the title compound as a liquid (3.53 g).

Workup

  1. temperatureThe mixture was warmed to room temperature
  2. customAfter the reaction was terminated by addition of water
  3. extractionthe mixture was extracted with ethyl acetate
  4. customthe solvent was evaporated under a reduced pressure
  5. customThe solid impurities were removed by filtration

Sources & evidence

ORD record
ord-0cfd03786b7c428ebcb623cbf7550bf9
Source dataset
uspto-grants-2011_11
Patent number
US08058413B2

Reaction notes

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