Trifluoroacetic acid → Methyl 4-(3-(2-hydroxyphenyl)propyl]benzoate

HRID 2394997Notes

Reaction equation

HRID 2394997 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15](=C=O)/[CH:16]=[CH:17]/[C:18]1[CH:26]=[CH:25][C:21]([C:22]([O-:24])=[O:23])=[CH:20][CH:19]=1)C1C=CC=CC=1.F[C:30](F)(F)C(O)=O.[H][H]>[Pd].[C].C(O)(=O)C>[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][CH2:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([O:24][CH3:30])=[O:23])=[CH:20][CH:19]=1

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 18973894HCID 18973894, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18973735Methyl 4-(3-(2-hydroxyphenyl)propyl]benzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 4-[3-(2-benzyloxyphenyl)-3-carbonyl-1(E)-propenyl]benzoate (35 g), 10% Pd-carbon (7 g), acetic acid (350 mil) and trifluoroacetic acid (7 ml) was warmed at 30° C. under 10 atm. of hydrogen for 18 hours, filtered and the filtrates evaporated. The residue was triturated with hexane and dried to give methyl 4-(3-(2-hydroxyphenyl)propyl]benzoate (26 g).

Workup

  1. filtrationfiltered
  2. customthe filtrates evaporated
  3. customThe residue was triturated with hexane
  4. customdried

Sources & evidence

ORD record
ord-08fc2db3bfaf42e0bb71aec567964b20
Source dataset
uspto-grants-1998_09
Patent number
US05811459

Reaction notes

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