5-Amino-2-hydroxytoluene → 1-[4-acetyl-1-(4-hydroxy-3-methyl-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-ethanone

HRID 2375387Notes

Reaction equation

HRID 2375387 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

Reactant 2

HCID 760815-Amino-2-hydroxytolueneHCID 787303,4-Diacetyl-2,5-hexanedione

Product 1

HCID 692754081-[4-acetyl-1-(4-hydroxy-3-methyl-phenyl)-2,5-dimethyl-1H-pyrrol-3-yl]-ethanone

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

  1. customreacted

Sources & evidence

ORD record
ord-cbf1ebd3b4c14fa98ad49afc9eacc359
Source dataset
uspto-grants-2008_12
Patent number
US07465730B2

Reaction notes

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