Acetic Acid → Methyl 5-formyl-1H-imidazole-4-carboxylate
Reaction equation
[CH2:1]([O:3][CH:4]([O:14]CC)[C:5]1[N:6]=[CH:7][NH:8][C:9]=1[C:10](OC)=[O:11])C.C(O)(=O)C>O>[CH:10]([C:9]1[N:8]=[CH:7][NH:6][C:5]=1[C:4]([O:3][CH3:1])=[O:14])=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of Intermediate 1B (5.65 g, 24.75 mmol) in water (12 mL) was added acetic acid (49 mL, 0.86 mol). The resulting mixture was stirred under nitrogen for 6 hours. The reaction mixture was azeotroped with toluene and dried under vacuum to give the desired aldehyde, Intermediate 1C in quantitative yield as a white solid, which was used in the next step without further purification.
Workup
- customThe reaction mixture was azeotroped with toluene
- customdried under vacuum
Sources & evidence
- ORD record
- ord-7a09c08754844c4d8f63f33978c238a6
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08859538B2
Reaction notes
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