Ammonium formate → Methyl 2-adamantylacetate

HRID 1925520Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1925520
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[CH:11][C:12]([O:14][CH3:15])=[O:13])[CH2:8]2.C([O-])=O.[NH4+]>CO.[Pd]>[CH:3]12[CH2:9][CH:7]3[CH2:6][CH:5]([CH2:10][CH:1]([CH2:8]3)[CH:2]1[CH2:11][C:12]([O:14][CH3:15])=[O:13])[CH2:4]2

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 13448912Methyl tricyclo[3.3.1.13,7]dec-2-ylideneacetate

Produkt 1

HCID 54117306Methyl 2-adamantylacetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of Intermediate 71 (6.4 g, 31.07 mmol) in methanol (100 mL) was added ammonium formiate (7.8 g, 124.33 mmol), then under argon was added palladium on charcoal (0.6 g, 10%). The reaction mixture was stirred at room temperature for 3 hours. The catalyst was filtered through Celite® and the solvent removed under reduced pressure. The crude was treated with water and ethyl acetate, and the organic layer was extracted and the solvent was removed under reduced pressure. The title compound was obtained as an colourless iol (6.2 g, 95%).

Aufarbeitung

  1. filtrationThe catalyst was filtered through Celite®
  2. customthe solvent removed under reduced pressure
  3. additionThe crude was treated with water and ethyl acetate
  4. extractionthe organic layer was extracted
  5. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c4414b81616d4ce693c3c7d7a87eb556
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178679B2

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