Ammonium formate → HCID 57471474, Verbindung

HRID 510565Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 510565
Cl[C:2]1[CH:3]=[C:4]([CH:30]=[CH:31][CH:32]=1)[CH2:5][CH:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][CH2:17][S:18]([CH2:21][CH2:22][CH3:23])(=O)=O)[CH:14]=2)[CH2:9][CH2:8][CH:7]1[NH:24][C:25](=[O:29])[O:26][CH2:27][CH3:28].C([O-])=O.[NH4+]>CO.[Pd]>[CH2:27]([O:26][C:25](=[O:29])[NH:24][CH:7]1[CH2:8][CH2:9][C:10]2[C:15](=[CH:14][C:13]([CH2:16][CH2:17][S:18][CH2:21][CH2:22][CH3:23])=[CH:12][CH:11]=2)[CH:6]1[CH2:5][C:4]1[CH:3]=[CH:2][CH:32]=[CH:31][CH:30]=1)[CH3:28]

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 57471473HCID 57471473, Verbindung

Produkt 1

HCID 57471474HCID 57471474, VerbindungAusbeute 54,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Ethyl 1-(3-chlorobenzyl)-7-(2-(propylsulfonyl)ethyl)-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate (27.1 mg, 0.057 mmol) and ammonium formiate (71.5 mg, 1.134 mmol) were dissolved in 5 ml MeOH. Pd/C (0.845 mg, 7.94 μmol) was added and stirred at 80° C. for 4 h. The mixture was filtered, the solvent evaporated, the residue re-dissolved in ethyl acetate, which was subsequently washed with water, NaHCO3 and brine, dried, filtered. Solvent was evaporated to obtain white solid which was purified by chromatography affording 12.7 mg of product as a white solid.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customthe solvent evaporated
  3. dissolutionthe residue re-dissolved in ethyl acetate
  4. washwhich was subsequently washed with water, NaHCO3 and brine
  5. customdried
  6. filtrationfiltered
  7. customSolvent was evaporated
  8. customto obtain white solid which
  9. customwas purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-555aa57df32940ce81b12d18cbfecaf8
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096619B2

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