m-Chloroperbenzoic acid → 3-Chlorobenzoic Acid
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([O:10]O)=[O:9])[CH:3]=1>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[C:8]([OH:10])=[O:9]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
228 mg of 4a,8a-dimethyl-3-p-tolyl-4-a,5,6,7,8,8a-hexahydrobenzo[1,4,3]oxathiazine 1-oxide were dissolved in 4 ml of dichloromethane, and 190 mg of m-chloroperbenzoic acid were added at 5° C. and the mixture was stirred for 16 hours. The m-chlorobenzoic acid formed was filtered off and the filtrate was washed twice with 0.1 N aqueous NaOH solution and once with saturated NaCl solution, dried with sodium sulfate, filtered and concentrated. The residue was recrystallized from n-pentane/diethyl, ether. This gave the product (128 mg) with a molecular weight of 307.4 g/mol (C16H2INO3S); MS (ESI): m/e=308 (M+H+)
Sources & evidence
- ORD record
- ord-05be859491104ec49c7efba852b1dcad
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08901114B2
Reaction notes
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