1-Carbomethoxy-2-benzylamino-3,4-dihydronaphthalene → HCID 58646756, Verbindung

HRID 1350193Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1350193
[C:1]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][C:6]=1[NH:15]CC1C=CC=CC=1)([O:3][CH3:4])=[O:2]>CO.[Pd]>[C:1]([C@@H:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][C@@H:6]1[NH2:15])([O:3][CH3:4])=[O:2]

Komponenten

4

Edukt 1

HCID 210946731-Carbomethoxy-2-benzylamino-3,4-dihydronaphthalene

Produkt 1

HCID 58646756HCID 58646756, VerbindungAusbeute 15,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a suspension of 1-carbomethoxy-2-benzylamino-3,4-dihydronaphthalene (1.46 g) in methanol (30 mL) at room temperature, was added 10% palladium on carbon (200 mg). The resulting mixture was shaken under a hydrogen atmosphere at 40 psi for 3 d using a Parr apparatus. The catalyst was filtered, and the filtrate was evaporated under vacuum to obtain crude product. The crude product was purified by reverse phase preparative HPLC to obtain predominantly cis 1-carbomethoxy-2-amino-1,2,3,4-tetrahydronaphthalene (160 mg) as a cis-trans mixture (10:1).

Aufarbeitung

  1. filtrationThe catalyst was filtered
  2. customthe filtrate was evaporated under vacuum
  3. customto obtain crude product
  4. customThe crude product was purified by reverse phase preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-5df5577a07544c31ad34fcc1d73bbb91
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07214704B2

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