Sulfur Dioxide → CID 10751188
Reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=1.C([Li:16])CCC.[S:17](=[O:19])=[O:18]>C(OCC)C.CCCCCC>[F:9][C:8]([F:11])([F:10])[C:5]1[CH:6]=[CH:7][C:2]([S:17]([O-:19])=[O:18])=[CH:3][CH:4]=1.[Li+:16]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- -20 °C
Procedure
To a solution of 4-bromobenzotrifluoride (34.2 g.) in diethyl ether at -20° to -25°C. was added over 25 minutes 71 ml. of a 1.95 M solution of n-butyllithium in hexane. After stirring an additional 20 minutes at -20°C., a solution of 20 g. of sulfur dioxide in 50 ml. of diethyl ether was added over 10 minutes at -20° to -30°C. The suspension was allowed to come to room temperature over 45 minutes and the lithium p-trifluoromethylphenyl sulfinate was isolated by centrifugation. The solid was slurried with 200 ml. of diethyl ether and recentrifuged, collected and dried under vacuum. The product had m.p. 259.5°-264.5°C. and analyzed for 84% sulfinic acid salt.
Workup
- waitto come to room temperature over 45 minutes
Sources & evidence
- ORD record
- ord-8015506783ef4c9a8fbc7d75281c256a
- Source dataset
- uspto-grants-1976_06
- Patent number
- US03960967
Reaction notes
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