Acetic Acid Mixture with Hydrobromic Acid → HCID 86656619, compound
Reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][N:9](S(C1C=CC(C)=CC=1)(=O)=O)[CH2:8]2)=[O:4].[BrH:24].CC(O)=O>>[BrH:24].[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][NH:9][CH2:8]2)=[O:4]Participants
3
Procedure
2-(Toluene-4-sulfonyl)-2,3-dihydro-1H-isoindole-5-carboxylic acid methyl ester (5.00 g) are dissolved in 33% HBr/HOAc (39 mL) and stirred for 16 h at ambient temperature. The reaction mixture is evaporated and the residue is treated with MeOH (40 mL). The resulting solid is separated, washed and dried. 3.00 g of the title compound are obtained with MP of 243-246° C.
Workup
- customThe reaction mixture is evaporated
- additionthe residue is treated with MeOH (40 mL)
- customThe resulting solid is separated
- washwashed
- customdried
Sources & evidence
- ORD record
- ord-68ccead94ea444a59293b55c57c8d710
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08575193B2
Reaction notes
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