Acetic Anhydride → Ethyl 1-phenyl-3-pyrrolecarboxylate

Reaction equation

[CH:1]([N:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:4][C:5](O)=O)=O.[C:14]([O:18][CH2:19][CH3:20])(=[O:17])[C:15]#C.C(OC(=O)C)(=O)C>>[C:8]1([N:3]2[CH:4]=[CH:5][C:15]([C:14]([O:18][CH2:19][CH3:20])=[O:17])=[CH:1]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Reactant 3

HCID 7918Acetic Anhydride

HCID 12182Ethyl propiolate

HCID 7099130(Formylanilino)acetic acid

Product 1

HCID 22738020Ethyl 1-phenyl-3-pyrrolecarboxylateYield 89.6%

Procedure

From 2.69 g (15 mmol) of N-formyl-N-phenylglycine, 5.47 g (55.8 mmol) of ethyl propiolate and 15 ml of acetic anhydride, 2.894 g of the title compound were obtained in a similar manner as in Referential Example 3 (yield: 89.6%).

Sources & evidence

ORD record: ord-73918ea61ca64b09a3050f48c23e5382
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06713634B2

Reaction notes

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