Hydrochloric Acid → HCID 57964970, compound
Reaction equation
[CH3:1][S:2]([C:5]1[N:10]=[C:9]([CH3:11])[C:8]([O:12]C(=O)C)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[OH-].[Na+].Cl>>[CH3:1][S:2]([C:5]1[N:10]=[C:9]([CH3:11])[C:8]([OH:12])=[CH:7][CH:6]=1)(=[O:4])=[O:3]Participants
4
Conditions
- Temperature
- 0 °C
Procedure
Acetic acid 6-methanesulfonyl-2-methyl-pyridin-3-yl ester (331 mg, 1.44 mmol) was added to 4 M aqueous sodium hydroxide solution (2 mL) at 0° C. to give a suspension, and the mixture was stirred at 0° C. for 15 min and then at room temperature for 1 h. 2 M Aqueous hydrochloric acid was added to bring the pH to 6, and the mixture was extracted four times with ethyl acetate. The organic layers were combined and the solvent was evaporated under vacuum to give 6-methanesulfonyl-2-methyl-pyridin-3-ol (261 mg, 97%) as a solid. 1H NMR (300 MHz, DMSO-d6) δ 2.38 (s, 3H), 3.13 (s, 3H), 7.29 (d, 1H, J=8.4 Hz), 7.72 (d, 1H, J=8.2 Hz), 11.01 (br s, 1H).
Workup
- customto give a suspension
- waitat room temperature for 1 h
- extractionthe mixture was extracted four times with ethyl acetate
- customthe solvent was evaporated under vacuum
Sources & evidence
- ORD record
- ord-45f788400a9a4045bce0141bc614118a
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08188098B2
Reaction notes
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