Water → (8aR-trans)-octahydro-1-propyl-6(2H)-quinolinone

HRID 279958

Reaktionsgleichung

Reaktionsgleichung von HRID 279958
O.CC1(C)CO[C:6]2([CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]2)OC1.[CH2:16]([NH2:19])[CH2:17][CH3:18].O.[C:21]1(C)[CH:26]=CC(S(O)(=O)=O)=C[CH:22]=1>C1(C)C=CC=CC=1>[CH2:16]([N:19]1[C@H:6]2[C@@H:9]([CH2:10][C:11](=[O:14])[CH2:12][CH2:13]2)[CH2:26][CH2:21][CH2:22]1)[CH2:17][CH3:18]

Komponenten

6

Edukt 4

HCID 962WaterHCID 7852PropylamineHCID 521998p-Toluenesulfonic acid monohydrateHCID 5879683,3-Dimethyl-1,5-dioxaspiro(5.5)undecan-9-one

Produkt 1

HCID 13457872(8aR-trans)-octahydro-1-propyl-6(2H)-quinolinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A 250 ml single neck round bottom flask fitted with a water separator containing 20 g of 3A sieves (Linde) was charged with 100 ml of toluene, 10.25 g (0.052 mol) of 3,3-dimethyl-1,5-dioxaspiro[5.5]undecan-9-one (Aldrich Chemical Company), 17.97 g (3.04 mmol) of n-propylamine (Baker) and 18 mg (0.09 mmol) of p-toluenesulfonic acid monohydrate (Aldrich). The reaction mixture was refluxed for 24 hours and cooled, and the toluene was evaporated under reduced pressure to produce the title compound.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for 24 hours
  2. temperaturecooled
  3. customthe toluene was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5a4c264c5471459b8d3a8fecca54cb00
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04587351

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