Diazomethane → methyl 5-(4-vinylbenzoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

HRID 638314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 638314
[CH:1]([C:3]1[CH:21]=[CH:20][C:6]([C:7]([C:9]2[N:13]3[CH2:14][CH2:15][CH:16]([C:17]([OH:19])=[O:18])[C:12]3=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1)=[CH2:2].[N+](=[CH2:24])=[N-]>ClCCl>[CH:1]([C:3]1[CH:21]=[CH:20][C:6]([C:7]([C:9]2[N:13]3[CH2:14][CH2:15][CH:16]([C:17]([O:19][CH3:24])=[O:18])[C:12]3=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1)=[CH2:2]

Komponenten

4

Edukt 2

HCID 9550DiazomethaneHCID 134870625-(4-vinylbenzoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid

Produkt 1

HCID 13487006methyl 5-(4-vinylbenzoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 200 mg of 5-(4-vinylbenzoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid in 5 ml of dichloromethane is treated with an excess of ethereal diazomethane, and the reaction mixture is maintained at room temperature for 30 minutes. The solvents and excess reagent are eliminated under reduced pressure and the residue crystallized from ethyl acetate-methanol, to yield methyl 5-(4-vinylbenzoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate. Likewise but using diazoethane, diazopropane and diazobutane in place of diazomethane there are respectively obtained:

Aufarbeitung

  1. customthe residue crystallized from ethyl acetate-methanol

Quellen und Nachweise

ORD-Eintrag
ord-73a5f67edfc748e69fa496fdfbe1af71
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04560699

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