StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Sulfuric Acid → 2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylhex-5-en-3-one

HRID 1003152
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1003152
[Cr](O)(O)(=O)=O.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].S(=O)(=O)(O)O.[CH3:22][C:23]1[O:28][CH2:27][N:26]([C:29]([CH3:36])([CH:31]([OH:35])[CH2:32][CH:33]=[CH2:34])[CH3:30])[C:25](=[O:37])[C:24]=1[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>O.CCOCC>[CH3:22][C:23]1[O:28][CH2:27][N:26]([C:29]([CH3:30])([C:31](=[O:35])[CH2:32][CH:33]=[CH2:34])[CH3:36])[C:25](=[O:37])[C:24]=1[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 1118Sulfuric AcidHCID 24425Chromic AcidHCID 25408Sodium DichromateHCID 22118283HCID 22118283, Verbindung

Produkt 1

HCID 187955282-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylhex-5-en-3-oneAusbeute 12,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962
Water
Lösungsmittel
2×
HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Chromic acid [1.7 ml of a solution prepared by the addition of a solution of sodium dichromate (0.4 g) in water (1.2 ml) to concentrated sulphuric acid (0.54 ml) and diluted to 2 ml with water] was added dropwise at 25° C. to a stirred solution of 2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylhex-5-ene-3-ol (1.0 g) in ether. After 18 hours the ether layer was separated, washed with sodium bicarbonate solution (2N) and with brine, dried (magnesium sulphate) and evaporated. The residue was purified by dry column chromatography on silica gel eluting with dichloromethane, to give 2-(2,3-dihydro-6-methyl-4-oxo-5-phenyl-4H-1,3-oxazin-3-yl)-2-methylhex-5-en-3-one (Compound 7, 0.12 g) as a yellow oil, NMR 1H δ1.4(s,6H), 1.88(s,3H), 3.22(d,2H), 5.05(m,2H), 5.22(s,2H), 5.9(m.1H), 7.2-7.35(m,5H).

Aufarbeitung

  1. customAfter 18 hours the ether layer was separated
  2. washwashed with sodium bicarbonate solution (2N) and with brine
  3. dry with materialdried (magnesium sulphate)
  4. customevaporated
  5. customThe residue was purified
  6. dry with materialby dry column chromatography on silica gel eluting with dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-cab4c3cf42fa43b1aa8b6df939a31d21
Quelldatensatz
uspto-grants-2000_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06046135

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion