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Dichloromethane → HCID 66834653, Verbindung

HRID 2275288
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2275288
C(Cl)Cl.C[O:5][C:6]1[CH:7]=[CH:8][C:9]2[C:21](=[O:22])[C:20]3[C:19]4[CH:18]=[CH:17][N:16]=[CH:15][C:14]=4[O:13][C:12]=3[C:11]([CH3:24])([CH3:23])[C:10]=2[CH:25]=1.B(Br)(Br)Br.C(=O)(O)[O-].[Na+]>O>[OH:5][C:6]1[CH:7]=[CH:8][C:9]2[C:21](=[O:22])[C:20]3[C:19]4[CH:18]=[CH:17][N:16]=[CH:15][C:14]=4[O:13][C:12]=3[C:11]([CH3:23])([CH3:24])[C:10]=2[CH:25]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 6344Dichloromethane2×HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 668347578-Methoxy-10,10-dimethyl-10H-11-oxa-2-aza-benzo[b]fluoren-5-one

Produkt 1

HCID 66834653HCID 66834653, VerbindungAusbeute 99,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel

Versuchsvorschrift

DCM (0.34 ml) solution of 8-methoxy-10,10-dimethyl-10H-11-oxa-2-aza-benzo[b]fluoren-5-one (Compound GT15-11, 10 mg) was cooled to −78° C., added with the DCM solution (0.17 ml) of 1.0 M BBr3, and the mixture was stirred at room temperature overnight. To the reaction mixture, water and saturated aqueous solution of sodium bicarbonate were added, and the solid produced therefrom was filtered off. The filtrate was extracted with the mixture solution of DCM and MeOH (DCM:MeOH=9:1). The organic layer was washed with saturated brine. The filtered solid and the residues obtained after concentration under reduced pressure were combined to obtain the title compound (9.5 mg, 99%).

Aufarbeitung

  1. customthe solid produced
  2. filtrationtherefrom was filtered off
  3. extractionThe filtrate was extracted with the mixture solution of DCM and MeOH (DCM:MeOH=9:1)
  4. washThe organic layer was washed with saturated brine
  5. customThe filtered solid and the residues obtained
  6. concentrationafter concentration under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3ff5a52da46d4e5ca23e95befafb383d
Quelldatensatz
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09126931B2

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