Ethyl 3-(2-methyl-imidazol-1-yl)-benzoate → 3-[3-(2-Methyl-imidazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester
Reaction equation
[CH3:1][C:2]1[N:3]([C:7]2[CH:8]=[C:9]([CH:15]=[CH:16][CH:17]=2)[C:10]([O:12]CC)=O)[CH:4]=[CH:5][N:6]=1.[C:18]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])(=[O:20])[CH3:19].[Li]>>[C:22]([O:21][C:18](=[O:20])[CH2:19][C:10]([C:9]1[CH:15]=[CH:16][CH:17]=[C:7]([N:3]2[CH:4]=[CH:5][N:6]=[C:2]2[CH3:1])[CH:8]=1)=[O:12])([CH3:25])([CH3:24])[CH3:23]Participants
3
Procedure
Prepared from ethyl 3-(2-methyl-imidazol-1-yl)-benzoate [prepared by reaction of ethyl 3-aminobenzoate with ethyl acetimidate hydrochloride in EtOH at 0° C., direct treatment with aminoacetaldehyde diethyl acetal in EtOH at 23° C., follwed by addition of conc. H2SO4 and refluxing.] by treatment with lithium tert.-butyl acetate according to general procedure H (method b). Obtained as a brown oil (9.66 g).
Sources & evidence
- ORD record
- ord-42cf567a9e1f412aba55b933285facdb
- Source dataset
- uspto-grants-2006_03
- Patent number
- US07018998B2
Reaction notes
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