Methyl iodide → HCID 11738045, Verbindung

In a dried flask under an inert atmosphere, 70 mg (0.25 mmol) of 8-(3-fluoro-benzyloxy)-1,3-dihydro-benzo[d]azepin-2-one were dissolved in 5 ml of tetrahydrofurane, and the solution cooled to 0° C. Thereupon, 14 mg (0.3 mmol) of sodium hydride (50% in oil) were added and stirring continued at 0° C. for 15 min. Finally, 17 μl (0.3 mmol) of methyliodide were added. The reaction mixture was left to warm to RT and stirring continued for 90 min. For completion of the reaction, the mixture was heated to 40° C. during 2 h. For the working-up, the reaction mixture was evaporated under reduced pressure. The residue was dissolved in 10 ml of ethylacetate, the solution extracted with 4 ml of water, then dried over sodium sulfate and evaporated under reduced pressure. For purification, the crude material obtained was chromatographed on silica gel using a 2:1-mixture of heptane and ethylacetate as the eluent. There were obtained 51 mg (69% of theory) of 8-(3-fluoro-benzyloxy)-3-methyl-1,3-dihydro-benzo[d]azepin-2-one as a yellowish solid; MS: m/e=297 (M)+.

1. waitThe reaction mixture was left
2. temperatureto warm to RT
3. stirringstirring
4. waitcontinued for 90 min
5. customFor completion of the reaction
6. temperaturethe mixture was heated to 40° C. during 2 h
7. customthe reaction mixture was evaporated under reduced pressure
8. dissolutionThe residue was dissolved in 10 ml of ethylacetate
9. extractionthe solution extracted with 4 ml of water
10. dry with materialdried over sodium sulfate
11. customevaporated under reduced pressure
12. customFor purification
13. customthe crude material obtained
14. customwas chromatographed on silica gel using a 2

ORD-Eintrag

ord-0db7e43034924b288008603cdcc03df5

Quelldatensatz

uspto-grants-2007_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07173023B2