HCID 19854149, compound → 2-Propyl-5-(trifluoromethyl)phenol

HRID 2363127Notes

Reaction equation

HRID 2363127 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:5]=1[OH:14])[CH:2]=[CH2:3].C(C1C(C(F)(F)F)=CC=CC=1O)C=C.[H][H]>CO.CCOC(C)=O.[Pd]>[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:12])([F:13])[F:11])=[CH:6][C:5]=1[OH:14])[CH2:2][CH3:3]

Participants

7

Reactant 3

HCID 19854149HCID 19854149, compoundHCID 19989023HCID 19989023, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 583192422-Propyl-5-(trifluoromethyl)phenolYield 87.5%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-allyl-5-trifluoromethyl-phenol (60 mg, 12%) and 2-allyl-3-trifluoromethyl-phenol and 10% Pd/C (20 mg) in methanol (4 ml) was hydrogenated under 50 psi hydrogen atmosphere for 1 hour. The mixture was dissolved in EtOAc, filtered through a celite pad. The filtrate was concentrated under reduced pressure, and dried to give 2-propyl-5-trifluoromethyl-phenol (53 mg, 87%).

Workup

  1. filtrationfiltered through a celite pad
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customdried

Sources & evidence

ORD record
ord-4833c5b632064c5fa211fc7140850fcd
Source dataset
uspto-grants-2014_04
Patent number
US08691855B2

Reaction notes

Loading…