Water → HCID 10824427, Verbindung

HRID 1383427Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1383427
[F:1][C:2]1[C:3](=[O:18])[O:4][C:5]2[C:10]([C:11]=1[CH3:12])=[CH:9][CH:8]=[C:7]([O:13]CC=C)[C:6]=2[CH3:17].O.C(N(CC)[C:23]1[CH:28]=CC=C[CH:24]=1)C>>[F:1][C:2]1[C:3](=[O:18])[O:4][C:5]2[C:10]([C:11]=1[CH3:12])=[CH:9][C:8]([CH2:28][CH:23]=[CH2:24])=[C:7]([OH:13])[C:6]=2[CH3:17]

Komponenten

4

Edukt 3

HCID 962WaterHCID 7061N,N-DiethylanilineHCID 21857121HCID 21857121, Verbindung

Produkt 1

HCID 10824427HCID 10824427, VerbindungAusbeute 55 %

Versuchsvorschrift

A solution of 3-fluoro-4,8-dimethyl-7-allyloxycoumarin (1.56 g, 6.28 mmoles) in 20 mL of N,N-diethylaniline was deoxygenated with argon for 30 minutes and then was heated at reflux for 4 hours, while being purged by bubbling argon through the solution. The reaction mixture was chilled in ice, the resulting precipitate was collected by suction filtration and dried in vacuo. Recrystallisation from a mixture of methanol:water gave 0.859 g (55% yield) of 3-fluoro-4,8-dimethyl-6-allyl-7-hydroxycoumarin (3, R═F, R′=H) as a white solid: mp 163-164° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 4 hours
  3. customwhile being purged
  4. customby bubbling argon through the solution
  5. temperatureThe reaction mixture was chilled in ice
  6. filtrationthe resulting precipitate was collected by suction filtration
  7. customdried in vacuo
  8. customRecrystallisation
  9. additionfrom a mixture of methanol

Quellen und Nachweise

ORD-Eintrag
ord-61a74aa7efd148b1b388affbead806cf
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06255324B1

Notizen zur Reaktion

Wird geladen…