Ammonium Chloride → 1-(1,3-Benzodioxol-5-YL)-2,2,2-trifluoro-ethanone

Temperatur

-30 °C

4-Bromo-1,2-methylenedioxybenzene (4.02 g, 0.020 mole) was dissolved in dry diethylether (100 ml) and cooled to -30° C. under a dry argon atmosphere. At -30° C. to -40° C. n-butyllithium (12 ml, 0.002 mole; 1.85 molar solution in n-hexane) were added with stirring over 15 minutes. After 50 minutes at -30° C. the mixture was cooled to -50° C. and the solution of N-trifluoroacetyl piperidine (3.62 g, 0.020 mole) in dry ether (20 ml) was added over 5 minutes. After 45 minutes at -50° C. the reaction mixture was warmed up to -40° C. for 30 minutes, and to room temperature over another 30 minutes. Saturated aqueous ammonium chloride (25 ml) was added with vigorous stirring. The layers were separated and the organic top layer washed with 10% aqueous ammonium chloride (3× 50 ml) and dried over anhydrous sodium sulfate. After filtration and removal of the ether under reduced pressure the residual liquid was distilled in vacuo to give trifluoromethyl (3,4-methylenedioxyphenyl)-methanone (2.2 g), (50.4%) b.p. 60° C./0.2 mm Hg.

1. temperatureAfter 50 minutes at -30° C. the mixture was cooled to -50° C.
2. temperatureAfter 45 minutes at -50° C. the reaction mixture was warmed up to -40° C. for 30 minutes
3. waitto room temperature over another 30 minutes
4. customThe layers were separated
5. washthe organic top layer washed with 10% aqueous ammonium chloride (3× 50 ml)
6. dry with materialdried over anhydrous sodium sulfate
7. filtrationAfter filtration and removal of the ether under reduced pressure the residual liquid
8. distillationwas distilled in vacuo

ORD-Eintrag

ord-e13cb3540bef4ef2bfd14b5f36b6455c

Quelldatensatz

uspto-grants-1988_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04753960