Toluene → 1,4-Dioxaspiro[4.5]decane-8-carbonitrile, 8-(4-fluorophenyl)-

HRID 45186

Reaktionsgleichung

Reaktionsgleichung von HRID 45186
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:15]#[N:16])[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C1(C)C=CC(S(O)(=O)=[O:24])=CC=1.[C:28]1([CH3:34])C=CC=CC=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:15]#[N:16])[CH2:9][CH2:10][C:11]3([O:24][CH2:28][CH2:34][O:14]3)[CH2:12][CH2:13]2)=[CH:6][CH:7]=1

Komponenten

4

Edukt 3

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 918051-(4-Fluorophenyl)-4-oxocyclohexanecarbonitrile

Produkt 1

HCID 122302421,4-Dioxaspiro[4.5]decane-8-carbonitrile, 8-(4-fluorophenyl)-

Versuchsvorschrift

15 g of 1-(4-Fluoro-phenyl)-4-oxo-cyclohexanecarbonitrile (12) were dissolved in 500 mL of toluene, then 900 mg of p-toluene sulfonic acid were added and the reaction mixture was heated in a Dean-Stark apparatus for 6 h. The mixture was allowed to cool to room temperature and washed twice with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and evaporated to dryness to yield 17.9 g of the desired product. Rt=1.47 min (Method 5). Detected mass: 262.2 (M+H+).

Aufarbeitung

  1. temperaturethe reaction mixture was heated in a Dean-Stark apparatus for 6 h
  2. washwashed twice with saturated aqueous sodium bicarbonate solution and brine
  3. dry with materialdried over magnesium sulphate
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-eb57cc6faa9a46448c8693c8bd34b229
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541449B2

Verknüpfte Notizen

Wird geladen…