Bromine → 5-Bromobenzo[de]isochromene-1,3-dione

HRID 2042918

Reaktionsgleichung

Reaktionsgleichung von HRID 2042918
C1([C:11]([O:13][C:14]([C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=[CH:18][CH:17]=2)=[O:15])=[O:12])C2C(=CC=CC=2)C=CC=1.[Br:26]Br>>[CH:18]1[CH:17]=[C:16]2[C:14]([O:13][C:11](=[O:12])[C:24]3=[C:25]2[C:20](=[CH:21][C:22]([Br:26])=[CH:23]3)[CH:19]=1)=[O:15]

Komponenten

3

Edukt 2

HCID 24408BromineHCID 350399Naphthalene-1-carbonyl naphthalene-1-carboxylate

Produkt 1

HCID 39074915-Bromobenzo[de]isochromene-1,3-dioneAusbeute 22,7 %

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Naphthalic anhydride 20 (100 g, 505 mmol) was slurried in c-nitric acid (70%, 2.0 L) and heated to 50° C. Bromine (19.4 mL, 379 mmol) was added evenly over 10 min, and the resulting solution was held at 50° C. for 4 h before cooling to 0° C. The resulting solid was isolated by filtration and dried in vacuo to provide the titled compound 21 (23.8 g, 17%) as a white solid.

Aufarbeitung

  1. temperaturebefore cooling to 0° C
  2. customThe resulting solid was isolated by filtration
  3. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-23eed28de70f454f9da258c8edec9932
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08586550B2

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