Sodium Hydroxide → HCID 67215378, compound

HRID 2421167Notes

Reaction equation

HRID 2421167 reaction equation
C[O:2][C:3](=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:11][C:12]([C:15]3[C:16]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[N:17][O:18][C:19]=3[CH3:20])=[N:13][N:14]=2)=[CH:6][CH:5]=1.[OH-].[Na+]>CO>[CH3:20][C:19]1[O:18][N:17]=[C:16]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:15]=1[C:12]1[O:11][C:10]([C:7]2[CH:6]=[CH:5][C:4]([C:3]([OH:27])=[O:2])=[CH:9][CH:8]=2)=[N:14][N:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 16722908HCID 16722908, compound

Product 1

HCID 67215378HCID 67215378, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 4-[5-(5-Methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-benzoic acid methyl ester (1.95 g, 5.47 mmol) in methanol (10 mL) was added aqueous sodium hydroxide (1 M, 11 mL, 11 mmol) and the mixture was stirred for 3 h at 70° C. After concentration the residue was diluted with water (20 mL) and the resulting suspension was acidified with aqueous HCl (1 N) to pH=1. filtration and washing with water afforded the title compound (1.90 g, 99%) which was obtained as a white solid. MS: m/e=348.1 [M+H]+.

Workup

  1. concentrationAfter concentration the residue
  2. additionwas diluted with water (20 mL)
  3. filtrationfiltration
  4. washwashing with water

Sources & evidence

ORD record
ord-7257ea9735cf4fcabcfcf7cb80da0adc
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

Loading…