Methyl 4-(5-methyl-4-((4-(trifluoromethyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoate → 4-(5-Methyl-4-((4-(trifluoromethyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoic acid

HRID 931530Notes

Reaction equation

HRID 931530 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:10]([C:11]([O:13]C)=[O:12])=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:17][S:18]([C:21]1[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=1)(=[O:20])=[O:19]>Cl>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:16]=[CH:15][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:17][S:18]([C:21]1[CH:26]=[CH:25][C:24]([C:27]([F:29])([F:28])[F:30])=[CH:23][CH:22]=1)(=[O:20])=[O:19]

Participants

3

Reactant 1

HCID 68277976Methyl 4-(5-methyl-4-((4-(trifluoromethyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoate

Product 1

HCID 682780664-(5-Methyl-4-((4-(trifluoromethyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoic acidYield 89%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of methyl 4-(5-methyl-4-((4-(trifluoromethyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoate (700 mg, 1.59 mmol, 1.00 equiv) in 6N hydrochloric acid (30 mL) was refluxed for 8 h. The reaction mixture was cooled to room temperature and diluted with 100 g of water/ice. The solid was collected by filtration, washed with 2×20 mL of water and dried in a vacuum oven to afford 0.6 g (89%) of 4-(5-methyl-4-((4-(trifluoromethyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoic acid as a white solid.

Workup

  1. filtrationThe solid was collected by filtration
  2. washwashed with 2×20 mL of water
  3. customdried in a vacuum oven

Sources & evidence

ORD record
ord-a343dc540f7b4e4287ea24e12199dafe
Source dataset
uspto-grants-2016_03
Patent number
US09296732B2

Reaction notes

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