1-Methylpyrrole → (1-Methylpyrrol-2-yl)-(3-nitrophenyl)methanone

HRID 369393Notes

Reaction equation

HRID 369393 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[CH:3]1.[N+:7]([C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13](Cl)=[O:14])([O-:9])=[O:8].C(N(CC)CC)C>>[N+:7]([C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([C:3]1[N:2]([CH3:1])[CH:6]=[CH:5][CH:4]=1)=[O:14])([O-:9])=[O:8]

Participants

4

Reactant 3

HCID 73041-MethylpyrroleHCID 8471TriethylamineHCID 8495Benzoyl chloride, 3-nitro-

Product 1

HCID 2308530(1-Methylpyrrol-2-yl)-(3-nitrophenyl)methanoneYield 46%

Procedure

A solution of 1-methylpyrrole (10.0 g, 123.0 mmol), 3-nitrobenzoyl chloride (68.47 g, 369 mmol), and triethylamine (17.14 ml, 123 mmol) in xylenes (150 ml) was refluxed for 40 h. Purification of the reaction mixture on a Florisil® column (hexane-acetone, 85:15) gave 2-(3-nitrobenzoyl)-1-methylpyrrole (13.0 g, 46%) as a solid. ##STR43##

Workup

  1. customPurification of the reaction mixture on a Florisil® column (hexane-acetone, 85:15)

Sources & evidence

ORD record
ord-5f9689b1caea49fda0c22be05f40993a
Source dataset
uspto-grants-2000_10
Patent number
US06136844

Reaction notes

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