3-[2-(4-Fluorophenyl)-1,3-dioxolan-2-yl]-1-propanamine → HCID 13083942, Verbindung

HRID 1902843Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1902843
[C:1]1(=[O:8])[CH:7]=[CH:6][CH2:5][CH2:4][CH:3]=[CH:2]1.[F:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2([CH2:21][CH2:22][CH2:23][NH2:24])[O:20][CH2:19][CH2:18][O:17]2)=[CH:12][CH:11]=1>CO>[F:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2([CH2:21][CH2:22][CH2:23][N:24]3[CH:6]4[CH2:5][CH2:4][CH:3]3[CH2:2][C:1](=[O:8])[CH2:7]4)[O:17][CH2:18][CH2:19][O:20]2)=[CH:14][CH:15]=1

Komponenten

4

Edukt 2

HCID 64515393-[2-(4-Fluorophenyl)-1,3-dioxolan-2-yl]-1-propanamineHCID 109204632,6-Cycloheptadien-1-one

Produkt 1

HCID 13083942HCID 13083942, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

To a flask equipped with a nitrogen gas inlet, addition funnel and magnetic stirrer is charged 2.7 g. (0.025 mol) of 2,6-cycloheptadienone and 90 ml. of methanol. The solution is stirred and 5.63 g. (0.025 mol) of 2-(4-fluorophenyl)-1,3-dioxolane-2-propanamine in 90 ml. of methanol is added over 30 minutes. After the addition, the reaction is allowed to stir for 20 hrs. The solution is then concentrated in vacuo to afford an oil. Chromatography on 500 g. of silica gel gives, after evaporation of solvent, 8-{3-[2-(4-fluorophenyl)1,3-dioxolan-2-yl]-propyl}-8-azabicyclo-[3.2.1]octan-3-one as an oil.

Aufarbeitung

  1. customTo a flask equipped with a nitrogen gas inlet, addition funnel and magnetic stirrer
  2. additionis charged 2.7 g
  3. additionAfter the addition
  4. stirringto stir for 20 hrs
  5. concentrationThe solution is then concentrated in vacuo
  6. customto afford an oil
  7. customof silica gel gives
  8. customafter evaporation of solvent, 8-{3-[2-(4-fluorophenyl)1,3-dioxolan-2-yl]-propyl}-8-azabicyclo-[3.2.1]octan-3-one as an oil

Quellen und Nachweise

ORD-Eintrag
ord-3851e41f228a416a9ddb4541fb9a7482
Quelldatensatz
uspto-grants-1982_12
Patentnummer
US04366154

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