Reaktion #309503

Reaktionsgleichung

1-(diphenylmethyl)azetidin-3-yl methanesulfonate

chloroethylchloroformate

→

title compound

Azetidin-3-yl methanesulfonate hydrochloride

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 2.5 hours
3. 3
   EinengenThe reaction mixture was then concentrated in vacuo
4. 4
   workup.DISSOLUTIONthe residue was re-dissolved in methanol (100 mL)
5. 5
   Temperaturheated
6. 6
   Temperaturunder reflux for a further 2.5 hours
7. 7
   Einengenconcentrated in vacuo

Vorschrift

A mixture of 1-(diphenylmethyl)azetidin-3-yl methanesulfonate (WO 97/25322, p 64), (20 g, 63 mmol) and chloroethylchloroformate (10 mL, 95 mmol) in dichloromethane (100 mL) was heated under reflux for 2.5 hours. The reaction mixture was then concentrated in vacuo and the residue was re-dissolved in methanol (100 mL) and heated under reflux for a further 2.5 hours. The mixture was then cooled to room temperature and concentrated in vacuo to afford the title compound as a white solid in quantitative yield, 9.6 g. 1H NMR (400 MHz, DMSO-d6) δ: 3.28 (s, 3H), 4.06 (m, 2H), 4.31 (m, 2H), 5.34 (m, 1H)

Quelle