Acetic Acid → HCID 178489316, compound

HRID 455962Notes

Reaction equation

C[O:2][C:3](OC)([CH3:32])[C:4]([C:6]1[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH3:18])[N:9]([C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:29]=[CH:28][O:27][N:26]=3)=[CH:21][CH:20]=2)[C:8](=[O:30])[C:7]=1[OH:31])=[O:5].C(O)(=O)C>O>[O:5]=[C:4]([C:6]1[CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[O:17][CH3:18])[N:9]([C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:29]=[CH:28][O:27][N:26]=3)=[CH:21][CH:20]=2)[C:8](=[O:30])[C:7]=1[OH:31])[C:3](=[O:2])[CH3:32]

Participants

Conditions

Temperature: 95 °C

Procedure

4-(2,2-dimethoxypropionoyl)-3-hydroxy-1-(4-isoxazol-3-ylphenyl)-5-(2-methoxyphenyl)-1,5-dihydropyrrol-2-one (0.08 g, 0.17 mmol) was added with acetic acid (0.1 mL) and water (0.9 mL). The mixture was stirred at 95° C. for 15 min. Then, water was added, the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was crystallized from dichloromethane and ether to give 4-(1,2-dioxopropyl)-3-hydroxy-1-(4-isoxazol-3-ylphenyl)-5-(2-methoxyphenyl)-1,5-dihydropyrrol-2-one (0.05 g, 70%) as yellow crystals.

Workup

extractionthe mixture was extracted with ethyl acetate
dry with materialThe organic layer was dried over anhydrous sodium sulfate
concentrationconcentrated under reduced pressure
customThe residue was crystallized from dichloromethane and ether

Sources & evidence

ORD record: ord-735380dd81ec40e9bde2c94010a022e6
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08497263B2

Reaction notes

Loading…