Hydrochloric Acid → 3-(4-Hydroxy-3-methoxy-5-methylphenyl)oxazolidin-2-one

HRID 1907378Notes

Reaction equation

Cl.CO.[CH3:4][O:5][C:6]1[CH:7]=[C:8]([N:17]2[CH2:21][CH2:20][O:19][C:18]2=[O:22])[CH:9]=[C:10]([CH3:16])[C:11]=1[O:12]COC>O>[OH:12][C:11]1[C:10]([CH3:16])=[CH:9][C:8]([N:17]2[CH2:21][CH2:20][O:19][C:18]2=[O:22])=[CH:7][C:6]=1[O:5][CH3:4]

Participants

Conditions

Temperature: 50 °C

Procedure

10% hydrochloric acid (5 ml) was added to a methanol solution (5 ml) of 3-(3-methoxy-4-methoxymethoxy-5-methylphenyl)oxazolidin-2-one (0.48 g, 1.79 mmol) and the mixture was stirred at 50° C. for 10 minutes. Water was added to the reaction solution, which was extracted with ethyl acetate. The extracted material was dried over magnesium sulfate, and thereafter concentrated to dryness under reduced pressure to obtain 3-(4-hydroxy-3-methoxy-5-methylphenyl)oxazolidin-2-one (434 mg) as a light yellow powder.

Workup

extractionwas extracted with ethyl acetate
dry with materialThe extracted material was dried over magnesium sulfate
concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record: ord-cbba027c616748069f6df7e28407d2ac
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598162B2

Reaction notes

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