Reaktion #69749

Reaktionsgleichung

1-methyl-4-(2-trityl-2,3-dihydro-1H-isoindol-5-yl)-piperidin-4-ol

hydrochloric acid

→

title compound

4-(2,3-Dihydro-1H-isoindol-5-yl)-1-methyl-piperidin-4-ol dihydrochloride

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthen heated
2. 2
   Temperaturto reflux for 80 minutes
3. 3
   TemperaturAfter cooling
4. 4
   Einengenthe mixture was concentrated in vacuo
5. 5
   Sonstigeto remove methanol
6. 6
   workup.ADDITIONdiluted with water
7. 7
   Waschenwashed with ethyl acetate (×2)
8. 8
   EinengenThe aqueous phase was concentrated to dryness

Vorschrift

A mixture of 1-methyl-4-(2-trityl-2,3-dihydro-1H-isoindol-5-yl)-piperidin-4-ol (1.42 g, 3.0 mmol), 5N hydrochloric acid (5 mL) and methanol (10 mL) was placed under nitrogen then heated to reflux for 80 minutes. After cooling, the mixture was concentrated in vacuo to remove methanol, diluted with water and washed with ethyl acetate (×2). The aqueous phase was concentrated to dryness to afford the title compound in quantitative yield as a black solid. 1H NMR (MeOH-d4) 7.62 (1H, s), 7.57 (1H, d), 7.45 (1H, d), 4.64 (2H, s), 4.63 (2H, s), 3.49-3.46 (4H, m), 2.95 (3H, s), 2.40-2.32 (2H, m), 1.97 (2H, dd).

Quelle