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

HRID 2269270Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2269270
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-a9e2f4e3c5da4db79fe46389811f355c
Quelldatensatz
uspto-grants-2001_12
Patentnummer
US06329396B1

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