Ethanol → HCID 66765121, compound

HRID 1466962Notes

Reaction equation

HRID 1466962 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:12]([F:15])([F:14])[F:13])=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:7]=1.OS(O)(=O)=O.[CH3:21][CH2:22]O>>[CH2:21]([O:10][C:9](=[O:11])[CH2:8][C:6]1[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=1[C:12]([F:13])([F:14])[F:15])[CH3:22]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 27781225-Chloro-2-(trifluoromethyl)phenylacetic acid

Product 1

HCID 66765121HCID 66765121, compound

Procedure

To a stirred solution of (5-Chloro-2-trifluoromethyl-phenyl)-acetic acid (10.0 g, 47.2 mmol) in absolute EtOH (300 mL) at room temperature was added concentrated H2SO4 (4 mL) and the mixture was warmed to reflux. After 4 hrs, the reaction was cooled to room temperature, evaporated under reduced pressure, diluted with DCM (500 mL) and stirred over solid K2CO3. After 1 hr, the resulting mixture was filtered and concentrated to dryness to afford the title compound.

Workup

  1. temperaturethe mixture was warmed to reflux
  2. customevaporated under reduced pressure
  3. additiondiluted with DCM (500 mL)
  4. waitAfter 1 hr
  5. filtrationthe resulting mixture was filtered
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-56bda05d78604df3bb1491a20877192c
Source dataset
uspto-grants-2015_04
Patent number
US09000025B2

Reaction notes

Loading…