Sodium Hydroxide → 5-Hydroxy-2-methoxypyridine
Reaction equation
C([O:4][C:5]1[CH:6]=[CH:7][C:8]([O:11][CH3:12])=[N:9][CH:10]=1)(=O)C.[OH-].[Na+]>CO>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([O:11][CH3:12])=[N:9][CH:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of the 5acetoxy-2-methoxypyridine (600 mg, 3.59 mmol) in MeOH (10 mL) was added 1M aq. NaOH (10 mL, 10 mmol). After stirring at r.t. for 30 min, volatile solvent was removed in vacuo, acidified with HOAc and extracted with CHCl3(3×). The combind CHCl3 extracts were washed with H2O, dried (anhydrous MgSO4) and evaporated to give the title compound as a brown oil (240 mg, solidified on standing).
Workup
- customvolatile solvent was removed in vacuo
- extractionextracted with CHCl3(3×)
- washThe combind CHCl3 extracts were washed with H2O
- dry with materialdried (anhydrous MgSO4)
- customevaporated
Sources & evidence
- ORD record
- ord-7a0e6f87b72e498c8d540f671597e5da
- Source dataset
- uspto-grants-2001_01
- Patent number
- US06169188A
Reaction notes
Loading…