Reaktion #2355146

Reaktionsgleichung

sodium bicarbonate

2-methylindol-3-ylacetyl chloride

N-[bis(4-fluorophenyl)methyl]piperazine

pyridine

→

N-(2-methylindol-3-ylacetyl)-N′-[bis(4-fluorophenyl)methyl]piperazine

Ausbeute 53.6%

Lösungsmittel

ethyl acetate

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONUpon completion of the addition the reaction mixture
2. 2
   SonstigeThe organic layer was separated
3. 3
   Waschenwashed with one portion of a saturated sodium chloride solution
4. 4
   Trocknendried with sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   EinengenThe filtrate was concentrated under reduced pressure to a solid, which
7. 7
   EinengenThis solution was concentrated under reduced pressure

Vorschrift

Under a nitrogen atmosphere a 15 mL solution of 2-methylindol-3-ylacetyl chloride (0.013 mole) in tetrahydrofuran was added to a stirred solution of 3.9 grams (0.014 mole) of N-[bis(4-fluorophenyl)methyl]piperazine and 1.1 mL (0.013 mole) of pyridine in 50 mL of dried tetrahydrofuran. Upon completion of the addition the reaction mixture was stirred at ambient temperature for about 18 hours, after which the reaction mixture was poured into a mixture of 200 mL of ethyl acetate and 100 mL of aqueous saturated sodium bicarbonate solution. The organic layer was separated and washed with one portion of a saturated sodium chloride solution, dried with sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to a solid, which was taken up in hexane. This solution was concentrated under reduced pressure, yielding 3.2 grams of N-(2-methylindol-3-ylacetyl)-N′-[bis(4-fluorophenyl)methyl]piperazine, mp 93-103° C. The NMR spectrum was consistent with the proposed structure.

Quelle