Reaktion #1943778

Reaktionsgleichung

sodium

p-cyanophenol

chloromethyl 2-propynyl ether

→

1-cyano-4-[(2-propynyloxy)methoxy]benzene

Ausbeute 80.1%

Lösungsmittel

methyl ethyl ketone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise to the solution
2. 2
   workup.STIRRINGThe reaction mixture was stirred for further 2 hours
3. 3
   Sonstigethe solvent was then evaporated off
4. 4
   ExtraktionThe residue was extracted with toluene (30 ml)
5. 5
   Waschenthe organic layer was washed with distilled water (20 g)
6. 6
   SonstigeThe solvent was then evaporated off
7. 7
   Sonstigeto obtain a crude
8. 8
   SonstigeThis was recrystallized from hexane (60 ml)

Vorschrift

A sodium salt of p-cyanophenol(14.1 g) was dissolved in methyl ethyl ketone (20 ml), and chloromethyl 2-propynyl ether (Intermediate I-a) (10.6g, 0.1 mol) prepared in example 1 was added dropwise to the solution with stirring at room temperature. The reaction mixture was stirred for further 2 hours and the solvent was then evaporated off. The residue was extracted with toluene (30 ml) and the organic layer was washed with distilled water (20 g). The solvent was then evaporated off to obtain a crude reaction product (18.7 g). This was recrystallized from hexane (60 ml) to obtain 1-cyano-4-[(2-propynyloxy)methoxy]benzene (Intermediate II-i) (15.0 g, 79.7% yield). Its chemical purity by HPLC was 99.0%.

Quelle