2-Propoxy-4-trifluoromethyl-benzoic acid propyl ester → 2-Propoxy-4-(trifluoromethyl)benzoic acid

HRID 1042449Notes

Reaction equation

HRID 1042449 reaction equation
C([O:4][C:5](=[O:20])[C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:7]=1[O:16][CH2:17][CH2:18][CH3:19])CC>[Li+].[OH-]>[CH2:17]([O:16][C:7]1[CH:8]=[C:9]([C:12]([F:13])([F:14])[F:15])[CH:10]=[CH:11][C:6]=1[C:5]([OH:20])=[O:4])[CH2:18][CH3:19]

Participants

3

Reactant 1

HCID 668554452-Propoxy-4-trifluoromethyl-benzoic acid propyl ester

Product 1

HCID 224941922-Propoxy-4-(trifluoromethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 3939Lithium HydroxideSolvent

Procedure

2-Propoxy-4-trifluoromethyl-benzoic acid propyl ester (957 mg, 3.44 mmol) was reacted with 1N LiOH (10 ml) at room temperature for 4 hrs. The reaction solvent was removed in vacuo. Water (30 ml) was added to the resulting residue, which was neutralized with 1 N aqueous HCl solution. The aqueous mixture was extracted with ethylacetate (30 ml×3). A combined organic layer was dried over MgSO4, and concentrated in vacuo to yield quantitatively title compound.

Workup

  1. customThe reaction solvent was removed in vacuo
  2. additionWater (30 ml) was added to the resulting residue, which
  3. extractionThe aqueous mixture was extracted with ethylacetate (30 ml×3)
  4. dry with materialA combined organic layer was dried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b93a0aa216fe472e8b707aad6edd372d
Source dataset
uspto-grants-2013_10
Patent number
US08557872B2

Reaction notes

Loading…