Phosphorus tribromide → 6-Methoxy-3-(trifluoromethyl)indene

HRID 1634346Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1634346
O[C:2]1([C:13]([F:16])([F:15])[F:14])[C:10]2[C:5](=[CH:6][C:7]([O:11][CH3:12])=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.P(Br)(Br)Br>O>[CH3:12][O:11][C:7]1[CH:6]=[C:5]2[C:10]([C:2]([C:13]([F:14])([F:15])[F:16])=[CH:3][CH2:4]2)=[CH:9][CH:8]=1

Komponenten

4

Edukt 2

HCID 24614Phosphorus tribromideHCID 186776465-methoxy-1-(trifluoromethyl)-2,3-dihydro-1H-inden-1-ol

Produkt 1

HCID 186776456-Methoxy-3-(trifluoromethyl)indeneAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a stirred Compound 62(850 mg, 3.66 mmol) was added PBr3(9.90 g, 36.6 mmol) with ice-cooling. The reaction mixture was stirred at 80° C. for 6 h. The mixture was diluted with water with ice-cooling and extracted with CH2Cl2. The combined solution was washed with sat. NaHCO3 and brine, dried(MgSO4) and concentrated in vacuo to give crude product as a yellow oil. The crude product was purified by column chromatography on silica gel with hexane-ethyl acetate(50:1-40:1) to give Compound 63(727 mg, 93%) as a yellow oil.

Aufarbeitung

  1. temperaturecooling
  2. temperaturecooling
  3. extractionextracted with CH2Cl2
  4. washThe combined solution was washed with sat. NaHCO3 and brine, dried(MgSO4)
  5. concentrationconcentrated in vacuo
  6. customto give crude product as a yellow oil
  7. customThe crude product was purified by column chromatography on silica gel with hexane-ethyl acetate(50:1-40:1)

Quellen und Nachweise

ORD-Eintrag
ord-e3a3d97ee2464d67828d8f20af2a0a98
Quelldatensatz
uspto-grants-2003_01
Patentnummer
US06506775B1

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