Reaktion #80917

Reaktionsgleichung

2-amino-5-(trimethylsilylethynyl)-6-methylbenzonitrile

potassium carbonate

→

2-amino-5-ethynyl-6-methylbenzonitrile

Ausbeute 106.7%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was then concentrated under reduced pressure to a residue
2. 2
   Extraktionthe solution was extracted with two 200 mL portions of diethyl ether
3. 3
   TrocknenThe combined extracts were dried with magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   EinengenThe filtrate was concentrated under reduced pressure

Vorschrift

A mixture of 1.4 grams (0.006 mole) of 2-amino-5-(trimethylsilylethynyl)-6-methylbenzonitrile and 0.9 gram (0.006 mole) of potassium carbonate in 50 mL of methanol was stirred at ambient temperature for one hour. The reaction mixture was then concentrated under reduced pressure to a residue. The residue was taken up in about 75 mL of water, and the solution was extracted with two 200 mL portions of diethyl ether. The combined extracts were dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding 1.0 gram of 2-amino-5-ethynyl-6-methylbenzonitrile. The NMR spectrum was consistent with the proposed structure. This reaction was repeated several times.

Quelle