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

HRID 655654Notes

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-7a61c22737ee4c67ad296ef9d8495371
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071600B2

Reaction notes

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