Pyridine → Methyl acetyl(p-bromobenzoyl)acetate

HRID 45590

Reaktionsgleichung

Reaktionsgleichung von HRID 45590
[CH3:1][O:2][C:3](=[O:9])[CH:4]=[C:5](NC)[CH3:6].N1C=CC=CC=1.[Br:16][C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1.C1C[O:29]CC1>>[CH3:1][O:2][C:3](=[O:9])[CH:4]([C:21](=[O:22])[C:20]1[CH:24]=[CH:25][C:17]([Br:16])=[CH:18][CH:19]=1)[C:5](=[O:29])[CH3:6]

Komponenten

5

Edukt 4

HCID 1049PyridineHCID 8028Tetrahydrofuran2×HCID 685154-Bromobenzoyl chlorideHCID 2734182Methyl 3-(methylamino)but-2-enoate

Produkt 1

HCID 603116Methyl acetyl(p-bromobenzoyl)acetate

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To 3-methylamino-but-2-enoic acid methyl ester (5.0 g, 39.1 mmol) in THF (100 mL) was added pyridine (3.7 mL, 47 mmol). The mixture was cooled to 0° C., and 4-bromobenzoyl chloride (8.55 g, 39.1 mmol) in THF (30 mL) was added dropwise over 2 minutes. The reaction was warmed to room temperature over 1 hour and stirred overnight. Aqueous workup provided the title compound.

Aufarbeitung

  1. temperatureThe reaction was warmed to room temperature over 1 hour

Quellen und Nachweise

ORD-Eintrag
ord-34df59fc39704324b6849d543dc6d57b
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541587B2

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