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HCID 13935126, Verbindung → 104628-25-3

HRID 2309467
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2309467
[CH3:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][NH:7][C:8]2[C:9]3[C:14]([N:15]=[C:16]4[C:21]=2[C:20](=[O:22])[CH2:19][CH2:18][CH2:17]4)=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]2[C:9]3[C:14]([N:15]=[C:16]4[C:21]=2[CH:20]([OH:22])[CH2:19][CH2:18][CH2:17]4)=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:23][CH:24]=1
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Komponenten

4

Edukt 2

HCID 13935126HCID 13935126, VerbindungHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 3025615104628-25-3

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

3,4-Dihydro-9-(4-methylbenzylamino)acridin-1(2H)-one (5.71 g) was dissolved in 100 ml of dry THF, chilled with ice-water, and then 9.0 ml of 1M lithium aluminum hydride in THF was added. After 15 minutes the reaction was quenched by the sequential addition of 0.4 ml of water, 0.4 ml of 15% sodium hydroxide, and 1.2 ml of water. The inorganic salts were filtered off and washed with warm THF and then the combined organic phase was evaporated and the residue recrystallized from dichloromethane-pentane to obtain 4.77 g of analytically pure product, mp 176°-178° C.

Aufarbeitung

  1. customAfter 15 minutes the reaction was quenched by the sequential addition of 0.4 ml of water, 0.4 ml of 15% sodium hydroxide, and 1.2 ml of water
  2. filtrationThe inorganic salts were filtered off
  3. washwashed with warm THF
  4. customthe combined organic phase was evaporated
  5. customthe residue recrystallized from dichloromethane-pentane
  6. customto obtain 4.77 g of analytically pure product, mp 176°-178° C.

Quellen und Nachweise

ORD-Eintrag
ord-35635233c0da46edba5deb5cbbb4c257
Quelldatensatz
uspto-grants-1987_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04695573

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