Toluene → HCID 86648189, Verbindung

HRID 1047476Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1047476
CO[CH:3]1[C:11]2[C:6](=[C:7]([CH2:14][CH2:15][C:16]3(O)[CH2:24][C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:17]3)[C:8]([CH3:13])=[C:9]([CH3:12])[CH:10]=2)[CH2:5][CH:4]1[CH3:26].C1(C)C=CC=CC=1.CC1C=CC(S(O)(=O)=O)=CC=1>>[CH2:24]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[C:16]1[CH2:15][CH2:14][C:7]1[C:8]([CH3:13])=[C:9]([CH3:12])[CH:10]=[C:11]2[C:6]=1[CH2:5][C:4]([CH3:26])=[CH:3]2

Komponenten

4

Edukt 3

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 59608931HCID 59608931, Verbindung

Produkt 1

HCID 86648189HCID 86648189, Verbindung

Versuchsvorschrift

To a hot (110° C.) solution of 6.0 g (18.61 mmol) of 2-[2-(1-methoxy-2,5,6-trimethyl-2,3-dihydro-1H-inden-4-yl)ethyl]indan-2-ol in 130 ml of toluene 0.708 g (3.72 mmol) of TsOH*H2O was added. This mixture was refluxed with a Dean-Stark trap for 30 min, and then passed through short column with Silica Gel 60 (40-63 um, d 80 mm, l 60 mm). The column was additionally washed with 300 ml of toluene. The combined elute was evaporated to dryness. The product was isolated by flash chromatography using a short column with Silica Gel 60 (40-63 um, d 60 mm, l 70 mm; eluent: hexanes/ether=50/1). Yield 4.58 g (82%).

Aufarbeitung

  1. temperatureThis mixture was refluxed with a Dean-Stark trap for 30 min
  2. washThe column was additionally washed with 300 ml of toluene
  3. washThe combined elute
  4. customwas evaporated to dryness
  5. customThe product was isolated by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7abffe9df4d547b4a3e884409b53e4bb
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08569532B2

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