Sulfur Dioxide → HCID 67783234, compound
Reaction equation
C([Li:5])CCC.Br[C:7]1[CH:27]=[CH:26][C:10]2[O:11][C:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][C:9]=2[CH:8]=1.[S:28](=[O:30])=[O:29]>CCCCCC.C(OCC)C>[Li+:5].[C:14]1([C:12]2([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[O:11][C:10]3[CH:26]=[CH:27][C:7]([S:28]([O-:30])=[O:29])=[CH:8][C:9]=3[O:13]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- -55 °C
Procedure
A solution of butyllithium (0.6M) (74 ml) in n-hexane are mixed with 116 ml of diethyl ether and cooled to -55° C. Thereupon, a solution of 40.0 g of 5-bromo-2,2-diphenyl-1,3-benzodioxol in 170 ml of diethyl ether is added dropwise. The reaction mixture is stirred for 1 hour, whereby the temperature rises to -15° C. Subsequently, the mixture is cooled to -50° C. and dry sulphur dioxide gas is introduced for 45 minutes. The excess sulphur dioxide gas is removed by passing dry argon through the mixture for 1 hour. The reaction mixture is left to come to room temperature. There thereby results a white precipitate, which is filtered off and dried. There are obtained 22.2 g of 2,2-diphenyl-1,3-benzodioxol-5-sulphinic acid lithium salt as white crystals of m.p.>300° C. (dec.).
Workup
- customrises to -15° C
- temperatureSubsequently, the mixture is cooled to -50° C.
- customThe excess sulphur dioxide gas is removed
- customfor 1 hour
- waitThe reaction mixture is left
- customto come to room temperature
- customThere thereby results a white precipitate, which
- filtrationis filtered off
- customdried
Sources & evidence
- ORD record
- ord-99ac9ad8b954402ca2d826cabfd2fdc3
- Source dataset
- uspto-grants-1995_08
- Patent number
- US05438052
Reaction notes
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