Water → HCID 68278046, compound

HRID 1526918Notes

Reaction equation

HRID 1526918 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-80433e81dcc748f6a5a68eeb62a63039
Source dataset
uspto-grants-2015_07
Patent number
US09085570B2

Reaction notes

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