2-(4-Benzyloxybenzyl)-2-phenoxy-3-(2,2,2-trifluoroacetoxy)hexanoic acid ethyl ester → 2-(4-Hydroxybenzyl)-2-phenoxyhexanoic acid ethyl ester

HRID 348374Notes

Reaction equation

HRID 348374 reaction equation
[CH2:1]([O:3][C:4](=[O:39])[C:5]([CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31]CC2C=CC=CC=2)=[CH:27][CH:26]=1)([O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH:6](OC(=O)C(F)(F)F)[CH2:7][CH2:8][CH3:9])[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:39])[C:5]([CH2:24][C:25]1[CH:26]=[CH:27][C:28]([OH:31])=[CH:29][CH:30]=1)([O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:6][CH2:7][CH2:8][CH3:9])[CH3:2]

Participants

4

Reactant 1

HCID 693532492-(4-Benzyloxybenzyl)-2-phenoxy-3-(2,2,2-trifluoroacetoxy)hexanoic acid ethyl ester

Product 1

HCID 693198712-(4-Hydroxybenzyl)-2-phenoxyhexanoic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-(4-Benzyloxybenzyl)-2-phenoxy-3-(2,2,2-trifluoroacetoxy)hexanoic acid ethyl ester (2.1 mmol) was dissolved in ethyl acetate (30 mL) and treated with 5% palladium on carbon (300 mg), and stirred under an atmosphere of hydrogen for 20 h. The suspension was filtered through celite and concentrated in vacuo to an oil.

Workup

  1. filtrationThe suspension was filtered through celite and
  2. concentrationconcentrated in vacuo to an oil

Sources & evidence

ORD record
ord-b0bfd4f9d42b444e8257dfb081847692
Source dataset
uspto-grants-2007_02
Patent number
US07176224B2

Reaction notes

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