Reaktion #170162

ord-9cd6d9eb8698407b94cb49bbe361d355

Reaktionsgleichung

CCN(CC)CC
Triethylamine
CS(=O)(=O)Cl
mesyl chloride
OC1CN(C(c2ccccc2)c2ccccc2)C1
1-benzhydrylazetan-3-ol
O
water
CS(=O)(=O)OC1CN(C(c2ccccc2)c2ccccc2)C1
title compound
CS(=O)(=O)OC1CN(C(c2ccccc2)c2ccccc2)C1
1-Benzhydrylazetidin-3-yl methanesulfonate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe aqueous phase was separated
  2. 2
    Extraktionextracted with dichloromethane (2×40 mL)
  3. 3
    WaschenThe combined organic phases were washed with a saturated solution of sodium chloride (40 mL)
  4. 4
    Trocknendried over sodium sulfate
  5. 5
    Filtrationfiltered
  6. 6
    Einengenconcentrated to dryness

Vorschrift

Triethylamine (870 ml, 62.67 mmol) and mesyl chloride (390 μL, 50.13 mmol) were successively added to a solution of 1-benzhydrylazetan-3-ol (1.0 g, 41.78 mmol) in dichloromethane (10 mL) at room temperature. The reaction mixture was stirred for 1 hour and then diluted by addition of water (20 mL). The aqueous phase was separated and extracted with dichloromethane (2×40 mL). The combined organic phases were washed with a saturated solution of sodium chloride (40 mL), dried over sodium sulfate, filtered and concentrated to dryness. The title compound was obtained as a yellow solid (1.5 g, 100%).

Quelle

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