Reaktion #1005981

ord-d44c1f39983442608be31b7a06f372af

Reaktionsgleichung

CS(=O)(=O)CC=CCS(C)(=O)=O
1,4-dimethylsulphonyl-2-butene
COc1ccc(CN)cc1
4-methoxybenzylamine
COc1ccc(CN2CC=CC2)cc1
product
Ausbeute 63.6%
COc1ccc(CN2CC=CC2)cc1
1-(4-methoxybenzyl)-3-pyrroline
Ausbeute 63.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe solid was filtrated
  2. 2
    Waschenthe filtrate was washed with water (2×30 ml)
  3. 3
    Trocknendried over Na2SO4
  4. 4
    Filtrationfiltered
  5. 5
    Einengenconcentrated
  6. 6
    SonstigeThe crude was purified by flash chromatography

Vorschrift

To a solution of 1,4-dimethylsulphonyl-2-butene (2.15 g, 11.64 mmol) in dichloromethane (40 ml), 4-methoxybenzylamine (6 ml, 44.24 mmol) was added dropwise and the solution was stirred 20 hours at r.t. The solid was filtrated and the filtrate was washed with water (2×30 ml), dried over Na2SO4, filtered and concentrated. The crude was purified by flash chromatography: silica gel, gradient hexane:ethyl acetate 3:1 to 1:1. to afforded the product (1.4 g, 63%) as yellow oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09271959B2uspto-grants-2016_03