2,5-Hexanedione → HCID 39247986, compound

HRID 2375374Notes

Reaction equation

HRID 2375374 reaction equation
[CH2:1]([CH2:5][C:6](=O)[CH3:7])[C:2]([CH3:4])=O.[CH3:9][O:10][C:11]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:12]=1[NH2:13]>>[CH3:9][O:10][C:11]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:12]=1[N:13]1[C:6]([CH3:7])=[CH:5][CH:1]=[C:2]1[CH3:4]

Participants

3

Reactant 2

HCID 80352,5-HexanedioneHCID 176522,4-Dimethoxyaniline

Product 1

HCID 39247986HCID 39247986, compound

Procedure

Utilizing the general procedure outlined in EXAMPLE 1, acetonyl acetone (5.88 mL, 50 mmol) and 2,4-dimethoxyaniline (7.12 mL, 50 mmol) reacted to give 1-(2,4-dimethoxyphenyl)-2,5-dimethylpyrrole as a tan solid: 1H NMR (CDCl3, 500 MHz) δ 7.08 (dd, 1H), 6.59 (d, 1H), 6.55 (dd, 1H), 5.90 (s, 2H), 3.91 (s, 3H), 3.80 (s, 3H), 1.97 (s, 6H); MS (ESI) 232 (M+H)+.

Workup

  1. customreacted

Sources & evidence

ORD record
ord-fdf075ca6cbb478a9710b0d08758fdd2
Source dataset
uspto-grants-2008_12
Patent number
US07465730B2

Reaction notes

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