5-Amino-2-hydroxytoluene → 1-[4-acetyl-1-(4-hydroxy-3-methyl-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-ethanone
Reaction equation
[C:1]([CH:4]([C:12](=O)[CH3:13])[CH:5]([C:9](=[O:11])[CH3:10])[C:6](=O)[CH3:7])(=[O:3])[CH3:2].[NH2:15][C:16]1[CH:17]=[C:18]([CH3:23])[C:19]([OH:22])=[CH:20][CH:21]=1>>[C:9]([C:5]1[C:4]([C:1](=[O:3])[CH3:2])=[C:12]([CH3:13])[N:15]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH3:23])[CH:17]=2)[C:6]=1[CH3:7])(=[O:11])[CH3:10]Participants
3
Procedure
Utilizing the general procedure outlined in Example 48, 1,1,2,2-tetraacetylethane (400 mg, 2.0 mol) and 4-amino-o-cresol (250 mg, 2.0 mmol) reacted to give 1-[4-acetyl-1-(4-hydroxy-3-methyl-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-ethanone as yellow solid: MS (ESI) 286 (M+1)+.
Workup
- customreacted
Sources & evidence
- ORD record
- ord-cbf1ebd3b4c14fa98ad49afc9eacc359