Isopropanol → HCID 18451542, compound

HRID 1270797Notes

Reaction equation

HRID 1270797 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[CH:5][C:6]([I:13])=[C:7]([CH2:9][C:10]([OH:12])=[O:11])[CH:8]=1.[CH3:16][CH:17](O)[CH3:18]>OS(O)(=O)=O>[F:15][C:2]([F:1])([F:14])[C:3]1[CH:4]=[CH:5][C:6]([I:13])=[C:7]([CH2:9][C:10]([O:12][CH:17]([CH3:18])[CH3:16])=[O:11])[CH:8]=1

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 18451535HCID 18451535, compound

Product 1

HCID 18451542HCID 18451542, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

5-Trifluoromethyl-2-iodophenylacetic acid (30 g, 91 mmol) is dissolved in 2-propanol (250 mL), a catalytic amount (4 drops) of concentrated H2SO4 added and the solution is stirred and heated to reflux temperature for 12 hours. Solvents are removed by rotary evaporator and the residual oil is purified using flash chromatography (1:4 EtOAc/hexanes) to give isopropyl 5-trifluoromethyl-2-iodophenylacetate as an oil.

Workup

  1. temperatureheated
  2. temperatureto reflux temperature for 12 hours
  3. customSolvents are removed by rotary evaporator
  4. customthe residual oil is purified

Sources & evidence

ORD record
ord-ea2d5789fe7d4c34b7a1df9b8b3a1a27
Source dataset
uspto-grants-2007_04
Patent number
US07202364B2

Reaction notes

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