2-(3-Methoxy-allylidene)-malonic acid dimethyl ester → HCID 86649726, Verbindung

HRID 384970

Reaktionsgleichung

Reaktionsgleichung von HRID 384970
[C@H:1]1([NH2:10])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.CO[CH:13]=[CH:14][CH:15]=[C:16]([C:21]([O:23][CH3:24])=[O:22])[C:17]([O:19][CH3:20])=[O:18]>C1COCC1>[C@H:1]1([NH:10][CH:13]=[CH:14][CH:15]=[C:16]([C:17]([O:19][CH3:20])=[O:18])[C:21]([O:23][CH3:24])=[O:22])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 5979922-(3-Methoxy-allylidene)-malonic acid dimethyl esterHCID 2733933(R)-(-)-1-Aminoindan

Produkt 1

HCID 86649726HCID 86649726, VerbindungAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

A 500 ml round-bottom flask was charged with 5.0 g (1.0 eq.) (R)-2,3-dihydro-1H-inden-1-amine and 7.5 g (1.0 eq.) dimethyl 2-(3-methoxyallylidene)malonate in 120 ml dry THF. The mixture was heated at 65° C. under N2 for 3 hrs. Then the solvent was removed in vacuo, and the crude mixture was purified by silica gel flash column chromatography to afford (R)-dimethyl 2-(3-(2,3-dihydro-1H-inden-1-ylamino)allylidene)malonate as a yellow solid (11.0 g) in 97% yield.

Aufarbeitung

  1. customThen the solvent was removed in vacuo
  2. customthe crude mixture was purified by silica gel flash column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-1d5205c8a5554bef9889ac4f906e5b8a
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367836B2

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