Water → HCID 68278046, compound

HRID 931533Notes

Reaction equation

HRID 931533 reaction equation
[CH:1]1([S:7]([CH2:10][C:11]2[N:12]=[C:13]([C:17]3[CH:26]=[CH:25][C:20]([C:21]([O:23]C)=[O:22])=[CH:19][CH:18]=3)[O:14][C:15]=2[CH3:16])(=[O:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O>Cl>[CH:1]1([S:7]([CH2:10][C:11]2[N:12]=[C:13]([C:17]3[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:25][CH:26]=3)[O:14][C:15]=2[CH3:16])(=[O:9])=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 962WaterHCID 68278098HCID 68278098, compound

Product 1

HCID 68278046HCID 68278046, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of methyl 4-(4-(cyclohexylsulfonylmethyl)-5-methyloxazol-2-yl)benzoate (1.0 g, 2.65 mmol, 1.00 equiv) in 6N hydrochloric acid (20 mL) was refluxed overnight. The reaction mixture was cooled to room temperature and 30 mL of water and ice were added. The precipitate ws collected by filtration, washed with 3×20 mL of hexane and dried in a vacuum oven to give 0.85 g (88%) of 4-(4-(cyclohexylsulfonylmethyl)-5-methyloxazol-2-yl)benzoic acid as a white solid. LC-MS: (ES, m/z): 365 [M+H]+, 341, 257, 216, 189, 146, 115.

Workup

  1. filtrationThe precipitate ws collected by filtration
  2. washwashed with 3×20 mL of hexane
  3. customdried in a vacuum oven

Sources & evidence

ORD record
ord-33de03f6a69d45abbd1e8a79a84534e5
Source dataset
uspto-grants-2016_03
Patent number
US09296732B2

Reaction notes

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