Ethanol → 5-Cyano-2-hydroxybenzoic acid
Reaction equation
C(O)C.C([O:11][C:12](=[O:29])[C:13]1[CH:18]=[C:17]([C:19]#[N:20])[CH:16]=[CH:15][C:14]=1[O:21]CC1C=CC=CC=1)C1C=CC=CC=1>[Pd].O1CCCC1>[C:19]([C:17]1[CH:18]=[C:13]([C:12]([OH:29])=[O:11])[C:14]([OH:21])=[CH:15][CH:16]=1)#[N:20]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Ethanol (10 mL) and tetrahydrofuran (10 mL) were added to 2-benzyloxy-5-cyanobenzoic acid benzyl ester (446 mg, 1.3 mmol) and 5% palladium on carbon (45 mg), and the mixture was hydrogenated at room temperature for 2 hours. After the insoluble matter was filtered off, the solvent was evaporated under reduced pressure to give the title compound (212 mg, 100.0%) as a white solid.
Workup
- filtrationAfter the insoluble matter was filtered off
- customthe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-eab15355bce64c8bbc10a08fb4923ec7
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07700655B2
Reaction notes
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