HCID 86628018, Verbindung → 8-Bromo-6-chloro-2H-1-benzopyran-2-one

HRID 2233327Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2233327
[Br:1][C:2]1[C:3]([OH:15])=[C:4](/[CH:9]=[CH:10]/[C:11]([O:13]C)=O)[CH:5]=[C:6]([Cl:8])[CH:7]=1>C1C2C(CCCC2)CCC1>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]2[C:3]=1[O:15][C:11](=[O:13])[CH:10]=[CH:9]2

Komponenten

3

Edukt 1

HCID 86628018HCID 86628018, Verbindung

Produkt 1

HCID 187215758-Bromo-6-chloro-2H-1-benzopyran-2-oneAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7044DecalinLösungsmittel

Versuchsvorschrift

A solution of methyl (2E)-3-(3-bromo-5-chloro-2-hydroxyphenyl)-2-propenoate (1.45 g; 5.0 mmol) in decalin (5 mL) was heated in a sand bath at 200° C. for 48 h. The reaction was then cooled to RT and hexanes (10 mL) was added. The solid was collected by suction filtration and washed with hexanes. Drying under high vacuum gave the title compound (1.2 g, 95%) as a tan solid: 1H NMR (400 MHz, DMSO-d6) δ 7.78 (s, 1H), 7.63 (d, J=9.6 Hz, 1H)), 7.46 (s, 1H), 6.52 (d, J=9.6 Hz, 1H); MS (ES) m/e 259, 261 (M+H)+.

Aufarbeitung

  1. filtrationThe solid was collected by suction filtration
  2. washwashed with hexanes
  3. customDrying under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ae449f223cad4c949e91e431095a06b8
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07709496B2

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