(R)-(+)-1,1,1-trifluoro-2-octyl 4-benzyloxybenzoate → 4-hydroxybenzoic acid (R)-1-trifluoromethyl-heptyl ester

HRID 6587

Reaction equation

HRID 6587 reaction equation
C([O:8][C:9]1[CH:28]=[CH:27][C:12]([C:13]([O:15][C@@H:16]([C:23]([F:26])([F:25])[F:24])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:14])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(OCC)(=O)C>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([O:15][C@@H:16]([C:23]([F:24])([F:25])[F:26])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:14])=[CH:27][CH:28]=1

Participants

3

Reactant 1

HCID 22850730(R)-(+)-1,1,1-trifluoro-2-octyl 4-benzyloxybenzoate

Product 1

HCID 145492174-hydroxybenzoic acid (R)-1-trifluoromethyl-heptyl esterYield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2.2 g of [R]-1-trifluoromethylheptyl 4-benzyloxybenzoate, (13) 100 mg of PdOH/C in 50 ml of ethyl acetate was stirred at RT over night under H2 atmosphere. Then the catalyst was filtered out and filtrate was evaporated to dryness to give the pure compound in yield of 99%.

Workup

  1. filtrationThen the catalyst was filtered out
  2. customfiltrate was evaporated to dryness
  3. customto give the pure compound in yield of 99%

Sources & evidence

ORD record
ord-3687b0a5c976428fb52ff00b4203cdb7
Source dataset
uspto-grants-2006_08
Patent number
US07083832B2

Linked notes

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