Water → Methyl acetyl(p-bromobenzoyl)acetate

HRID 553661

Reaktionsgleichung

Reaktionsgleichung von HRID 553661
[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.[OH2:26]>C1COCC1>[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:26])[CH3:6]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 685154-Bromobenzoyl chlorideHCID 2734182Methyl 3-(methylamino)but-2-enoate

Produkt 1

HCID 603116Methyl acetyl(p-bromobenzoyl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To 3-methylamino-but-2-enoic acid methyl ester (5.0 g, 39.1 mmol) in THF (70 mL) was added pyridine (3.7 mL, 47 mmol) dropwise. The mixture was cooled to 0° C., and 4-bromobenzoyl chloride (8.55 g, 39.1 mmol) in THF (30 mL) was added dropwise. The reaction was stirred at room temperature overnight, and then water was added. The mixture was extracted with EtOAc, and the combined organic layers were washed with water, dried, filtered, and concentrated to give the title compound.

Aufarbeitung

  1. extractionThe mixture was extracted with EtOAc
  2. washthe combined organic layers were washed with water
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6b5161bf103c4a3fb0b47f7e1ce1a3b0
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08048902B2

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