Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → Methyl 4-hydroxy-3-(2-methylprop-1-en-1-yl)benzoate
Reaction equation
[CH3:1][C:2]([CH3:21])=[CH:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[O:14]C1CCCCO1)[C:7]([O:9][CH3:10])=[O:8].CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>CO>[OH:14][C:13]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[CH:3]=[C:2]([CH3:21])[CH3:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred mixture of T13.1 (0.460 g, 2 mmol) in MeOH (8 mL) was added PPTS (0.04 g, 0.2 mmol). The reaction mixture was then stirred for 24 hours and then concentrated in vacuo. The residue was purified on silica gel (0-20% EtOAc in hexanes) to yield T13.2 as a colorless oil (0.320 g, 98% yield).
Workup
- concentrationconcentrated in vacuo
- customThe residue was purified on silica gel (0-20% EtOAc in hexanes)
Sources & evidence
- ORD record
- ord-94a122555bb5456aaee7f737931e9126
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08450522B2
Reaction notes
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