2,3-Dihydro-5-methoxy-1,1-dimethyl-1H-indene → HCID 23014065, Verbindung

HRID 1350853Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1350853
C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[C:8]([CH3:13])([CH3:12])[CH2:7][CH2:6]2.ClCCl.B(Br)(Br)Br>ClCCl>[CH3:12][C:8]1([CH3:13])[C:9]2[C:5](=[CH:4][C:3]([OH:2])=[CH:11][CH:10]=2)[CH2:6][CH2:7]1

Komponenten

4

Edukt 2

HCID 221522852,3-Dihydro-5-methoxy-1,1-dimethyl-1H-indeneHCID 22277759Boron tribromide dichloromethane

Produkt 1

HCID 23014065HCID 23014065, VerbindungAusbeute 101,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 5-methoxy-1,1-dimethylindane (941 mg, 5.34 mmol) in anhydrous dichloromethane (20 ml) was added 1.0 M boron tribromide dichloromethane solution (10.7 ml, 10.7 mmol) via a syringe at −78° C. The mixture was warmed to ambient temperature and stirred for 1.5 hours. The mixture was quenched with water (15 ml) and extracted with dichloromethane. The combined solution was washed with brine, dried over sodium sulfate. After filtration to separate solvent and sodium sulfate, the solvent was removed under reduced pressure to give 878 mg of the crude 1,1-dimethylindan-5-ol as a gray solid.

Aufarbeitung

  1. customThe mixture was quenched with water (15 ml)
  2. extractionextracted with dichloromethane
  3. washThe combined solution was washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationAfter filtration
  6. customto separate solvent and sodium sulfate
  7. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f14d9b846dcc4df29719b9627ab33c71
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07214824B2

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