Piperidine → 3,4-Dihydro-5-[3-(1-piperidinyl)propoxy]-1(2H)-isoquinolinone

HRID 1645916Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1645916
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH2:8][CH2:9][NH:10][C:11]2=[O:16].[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>C(O)C>[N:17]1([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:7]=2[CH2:8][CH2:9][NH:10][C:11]3=[O:16])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Komponenten

4

Edukt 2

HCID 8082PiperidineHCID 110755405-(3-Chloropropoxy)-3,4-dihydroisoquinolin-1(2H)-one

Produkt 1

HCID 183695103,4-Dihydro-5-[3-(1-piperidinyl)propoxy]-1(2H)-isoquinolinoneAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 0.6 g (2.5 mmol) of 5-(3-chloropropoxy)-3,4-dihydro-1(2H)-isoquinolinone and 0.6 ml (10 mmol) of piperidine in 30 ml of ethanol was refluxed for 40 hours. The mixture was concentrated, dissolved in chloroform and washed with saturated sodium bicarbonate. The organic layer was dried and concentrated. The solid was recrystallized from water to provide 0.44 g (61%) of the desired product; mp 112°-114°.

Aufarbeitung

  1. temperaturewas refluxed for 40 hours
  2. concentrationThe mixture was concentrated
  3. dissolutiondissolved in chloroform
  4. washwashed with saturated sodium bicarbonate
  5. customThe organic layer was dried
  6. concentrationconcentrated
  7. customThe solid was recrystallized from water

Quellen und Nachweise

ORD-Eintrag
ord-f83c02719f95441f9576a7189413742b
Quelldatensatz
uspto-grants-1993_01
Patentnummer
US05177075

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