Ammonium Acetate → ethyl 2,4-dimethyl-5-phenyl-1h-pyrrole-3-carboxylate

HRID 554211Notes

Reaction equation

[C:1]([CH:4]([CH:10]([CH3:19])[C:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])(=O)[CH3:2].C([O-])(=O)C.[NH4+:24]>>[CH3:2][C:1]1[NH:24][C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:10]([CH3:19])[C:4]=1[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

Reactant 2

HCID 517165Ammonium Acetate

HCID 14689361HCID 14689361, compound

Product 1

HCID 291174ethyl 2,4-dimethyl-5-phenyl-1h-pyrrole-3-carboxylateYield 91%

Procedure

Using ethyl 2-acetyl-3-methyl-4-oxo-4-phenylbutanoate (20.3 g) and ammonium acetate (6.61 g), a procedure as in Reference Example 14 was performed to give the title compound as a brown oil (yield 17.1 g, 91%).

Sources & evidence

ORD record: ord-5fca44c2ec3b44109d80758fc8d996e0
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048909B2

Reaction notes

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