Hydrochloric Acid → 1-Propyl-1H-imidazole-4-carboxylic acid
Reaction equation
[CH2:1]([N:4]1[CH:8]=[C:7]([C:9]([O:11]C)=[O:10])[N:6]=[CH:5]1)[CH2:2][CH3:3].[Li+].[OH-].Cl>CO>[CH2:1]([N:4]1[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[N:6]=[CH:5]1)[CH2:2][CH3:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To a solution of 25-2 (0.6 g, 3.6 mmol) in anhydrous MeOH (2 ml) was added 3N LiOH (2.6 ml, 7.9 mmol). The reaction mixture was heated at 80° C. for 1 h. The heat was reduced and the mixture was stirred at 40° C. overnight. The reaction was then neutralized with 12N HCl and subsequently concentrated in vacuo. The residue was dried azeotropically with toluene to afford the desired product 25-3 as a solid. MS calculated M+H, 155.2. Found 155.1
Workup
- concentrationsubsequently concentrated in vacuo
- dry with materialThe residue was dried azeotropically with toluene
Sources & evidence
- ORD record
- ord-02b8e885e986433cb45f3666221e847b
- Source dataset
- uspto-grants-2011_08
- Patent number
- US08008317B2
Reaction notes
Loading…