Dicyclohexylammonium (RS)-alpha-Methyl-3,5-bis(trifluoromethyl)benzeneacetate → 2-(3,5-Bis(trifluoromethyl)phenyl)propanoic acid

HRID 852676Notes

Reaction equation

HRID 852676 reaction equation
[CH3:1][CH:2]([C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[C:8]([C:16]([F:19])([F:18])[F:17])[CH:7]=1)[C:3]([O-:5])=[O:4].C1([NH2+]C2CCCCC2)CCCCC1>C(OCC)(=O)C>[CH3:1][CH:2]([C:6]1[CH:7]=[C:8]([C:16]([F:17])([F:18])[F:19])[CH:9]=[C:10]([C:12]([F:13])([F:14])[F:15])[CH:11]=1)[C:3]([OH:5])=[O:4]

Participants

3

Reactant 1

HCID 86590571Dicyclohexylammonium (RS)-alpha-Methyl-3,5-bis(trifluoromethyl)benzeneacetate

Product 1

HCID 115220582-(3,5-Bis(trifluoromethyl)phenyl)propanoic acidYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Dicyclohexylammonium (RS)-α-methyl-3,5-bis(trifluoromethyl)benzeneacetate (Description 4, 31.13 g, 67 mmol) was suspended in ethyl acetate and washed with aqueous citric acid (25%) and water, dried (MgSO4) and the solvent was evaporated under reduced pressure to give the title compound as a colourless solid (19.0 g, 100%). 1H NMR (400 MHz, CDCl3) δ 7.81 (1H, s), 7.78 (2H, s), 3.90 (1H, q, J 7.2 Hz), and 1.60 (3H, d, J 7.2 Hz).

Workup

  1. washwashed with aqueous citric acid (25%) and water
  2. dry with materialdried (MgSO4)
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c90b80437c9b4bae9092e1d6cdf37e8d
Source dataset
uspto-grants-2007_08
Patent number
US07253205B2

Reaction notes

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