Reaktion #170096

ord-9a1bde83ffcd4def8f7bb5e71f141f7a

Reaktionsgleichung

OC1CN(C(c2ccccc2)c2ccccc2)C1
1-diphenylmethylazetidin-3-ol
CS(=O)(=O)Cl
methane sulfonyl chloride
CS(=O)(=O)OC1CN(C(c2ccccc2)c2ccccc2)C1
title compound
Ausbeute 96.5%
CS(=O)(=O)OC1CN(C(c2ccccc2)c2ccccc2)C1
1-(Diphenylmethyl)azetidin-3-yl methanesulfonate
Ausbeute 96.5%

Lösungsmittel

Reaktionsbedingungen

Temperatur
-20°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.WAITleft 3 days at 4° C
  2. 2
    workup.ADDITIONThe solution was poured on ice
  3. 3
    Filtrationthe resulting precipitate was filtered
  4. 4
    Waschenwashed 3 times with H2O and 3 times with pentane
  5. 5
    SonstigeThe solid was dried under reduced pressure

Vorschrift

A 100 mL flask was charged with 1-diphenylmethylazetidin-3-ol (1.5 g, 6.27 mmol) and pyridine (15 mL). The solution was cooled to −20° C. and methane sulfonyl chloride (0.73 mL, 9.4 mmol) was added dropwise. The reaction mixture was stirred at −20° C. for 1 h and then left 3 days at 4° C. The solution was poured on ice and the resulting precipitate was filtered, washed 3 times with H2O and 3 times with pentane. The solid was dried under reduced pressure to give the title compound (1.92 g, 96%) as a white solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846711B2uspto-grants-2014_09