Potassium Carbonate → Ethanol, 2-[(3-nitrophenyl)sulfonyl]-
Reaction equation
[C:1]1([S:7]([CH2:10][CH2:11][OH:12])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:13]([O-])([O-:15])=[O:14].[K+].C(=O)([O-])[O-].[K+].[K+]>S(=O)(=O)(O)O>[N+:13]([C:5]1[CH:6]=[C:1]([S:7]([CH2:10][CH2:11][OH:12])(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=1)([O-:15])=[O:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
2-(Phenylsulfonyl)-ethanol (2.5 g; 13 mmol) was dissolved in 5.5 ml of conc. sulphuric acid and treated in portions with potassium nitrate (2 g; 20 mmol). The reaction mixture was heated for 2 hours at 90° C., then poured onto ice and potassium carbonate was added. The mixture was extracted several times with ethyl acetate and the combined organic layers were concentrated to obtain 0.9 g (3.9 mmol, 30% yield) of 2-(3-nitro-phenylsulfonyl)-ethanol as a yellow solid.
Workup
- additionwas added
- extractionThe mixture was extracted several times with ethyl acetate
- concentrationthe combined organic layers were concentrated
Sources & evidence
- ORD record
- ord-57ee71e80f1f470cab1d19b2debf0910
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08410100B2
Reaction notes
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