Ammonia → 2,2,6,6-Tetramethyl-3-(prop-2-en-1-yl)piperidin-4-one

HRID 840000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 840000
[CH2:1]([CH:4]1[C:9]([CH3:11])([CH3:10])[NH:8][C:7]([CH3:13])([CH3:12])[CH:6]=[C:5]1N1CCCCC1)[CH:2]=[CH2:3].C([O-])(=[O:22])C.[Na+].C(=O)(O)[O-].[Na+].N>C(O)(=O)C.O>[CH2:1]([CH:4]1[C:5](=[O:22])[CH2:6][C:7]([CH3:13])([CH3:12])[NH:8][C:9]1([CH3:11])[CH3:10])[CH:2]=[CH2:3]

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 213303855-Allyl-1,2,5,6-tetrahydro-2,2,6,6-tetramethyl-4-piperidinopyridine

Produkt 1

HCID 213304902,2,6,6-Tetramethyl-3-(prop-2-en-1-yl)piperidin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

1.46 g of the 5-allyl-1,2,5,6-tetrahydro-2,2,6,6-tetramethyl-4-piperidinopyridine thus obtained were dissolved in a mixture of 3 ml of acetic acid, 1.5 g of sodium acetate and 3 ml of water, and the solution was allowed to stand overnight. To the solution were then added 6.0 g of sodium bicarbonate and 3 ml of concentrated aqueous ammonia; the solution was then extracted with hexane. The hexane extract was dried over magnesium sulphate and then treated with charcoal giving, after removal of the hexane, 0.91 g of 3-allyl-2,2,6,6-tetramethyl-4-piperidone. On thin layer chromatography using a 0.25 mm thick layer of alumina and a mixture of benzene, hexane, ethyl acetate and triethylamine (2 : 2 : 1 : 0.5 by volume) as developing solvent, the compound showed a single spot having an Rf value of 0.70.

Aufarbeitung

  1. extractionthe solution was then extracted with hexane
  2. extractionThe hexane extract
  3. dry with materialwas dried over magnesium sulphate
  4. additiontreated with charcoal giving
  5. customafter removal of the hexane, 0.91 g of 3-allyl-2,2,6,6-tetramethyl-4-piperidone
  6. additiona mixture of benzene, hexane, ethyl acetate and triethylamine (2 : 2 : 1 : 0.5 by volume)

Quellen und Nachweise

ORD-Eintrag
ord-dcb4d7d6b64346b3abef2d6038d717d5
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04097587

Notizen zur Reaktion

Wird geladen…