Hydrochloric Acid → (1S,3aS,5S,7aR)-1-[(E)-2-aminoethoxyiminomethyl]-7a-methyl-5-phenyl-2,3,4,5,6,7-hexahydro-1H-inden-3a-ol

HRID 725175Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 725175
Cl.Cl.[NH2:3][CH2:4][CH2:5][O:6][NH2:7].C([O-])(=O)C.[Na+].Cl.[CH:14]([C@@H:16]1[C@:24]2([CH3:25])[C@@:19]([OH:32])([CH2:20][C@@H:21]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:22][CH2:23]2)[CH2:18][CH2:17]1)=O.C([O-])([O-])=O.[Na+].[Na+]>O1CCOCC1.O>[NH2:3][CH2:4][CH2:5][O:6]/[N:7]=[CH:14]/[C@@H:16]1[C@:24]2([CH3:25])[C@@:19]([OH:32])([CH2:20][C@@H:21]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)[CH2:22][CH2:23]2)[CH2:18][CH2:17]1

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 517045Sodium AcetateHCID 11054353(1S,3aS,5S,7aR)-1-formyl-5-phenyl-7a-methylperhydroinden-3a-olHCID 143623262-(O-aminooxy)ethylamine dihydrochloride

Produkt 1

HCID 10958069(1S,3aS,5S,7aR)-1-[(E)-2-aminoethoxyiminomethyl]-7a-methyl-5-phenyl-2,3,4,5,6,7-hexahydro-1H-inden-3a-olAusbeute 69,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

To a solution of 6.30 g of 0.12 g of 2-aminoethoxyamine dihydrochloride, 0.28 g of sodium acetate in 2 ml of dioxane and 1 ml of water was made aid to pH 4.5 with 3N HCl. A solution of 0.20 g of (1S,3aS,5S,7aR)-1-formyl-5-phenyl -7a-methylperhydroinden-3a-ol in 1 ml of dioxane and 0.5 ml of water was added dropwise at room temperature. After 1 hr the solution was alkalinized with 10% aqueous Na2CO3 and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated to dryness. The crude product was ground with diethyl ether to give 0.17 g of the title compound (I-am) as a white solid.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-0ed5ac84fe694c92b3957fa6fcc6899b
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05705531

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