Sodium Hydroxide → 1-Methylsulfinyl-1-methylthio-2-(m-benzoylphenyl)ethylene
Reaction equation
[C:1]([C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:17][S:18][CH2:19][S:20]([CH3:22])=[O:21].[OH-].[Na+]>O>[CH3:22][S:20]([C:19]([S:18][CH3:17])=[CH:12][C:11]1[CH:14]=[CH:15][CH:16]=[C:9]([C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:10]=1)=[O:21]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 95 °C
Procedure
m-Benzoylbenzaldehyde (902 mg) was added to 1 ml of FAMSO, and 60 mg of sodium hydroxide was added. The mixture was stirred at 95° C. for 70 minutes in an atmosphere of argon. Water (20 ml) was added, and the reaction mixture was extracted with methylene chloride. The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and chromatographed on a silica gel column using methylene chloride as an eluant to afford 1.035 g of 1-methylsulfinyl-1-methylthio-2-(m-benzoylphenyl)ethylene.
Workup
- additionwas added
- extractionthe reaction mixture was extracted with methylene chloride
- dry with materialThe organic layer was dried over anhydrous sodium sulfate
- concentrationconcentrated under reduced pressure
- customchromatographed on a silica gel column
Sources & evidence
- ORD record
- ord-cbd5e9837fc14945a2503c53069e1c2a
- Source dataset
- uspto-grants-1979_03
- Patent number
- US04144248
Reaction notes
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