Triethyl orthoacetate → 2-(3-Bromophenyl)-5-methyl-1,3,4-oxadiazole

Temperatur

150 °C

In a pressure vessel was suspended 3-bromobenzohydrazide (1.8 g, 8.37 mmol) in 14 ml acetic acid. 1,1,1-Triethoxyethane (4.6 ml, 25 mmol) was added and the reaction was stirred at 150° C. for 3 h. The solvent was concentrated under reduced pressure and the crude was washed with sodium bicarbonate and brine. The organic layer was dried over sodium sulphate, filtered and evaporated under reduced pressure. The residue was re-dissolved in dichloromethane, concentrated under reduced pressure and a solid was precipitated. This solid was washed with diethylether, filtered and dried in the vacuum oven at 40° C. to obtain 670 mg (35% yield) of the title compound. Purity 100%.

1. customIn a pressure vessel was suspended
2. concentrationThe solvent was concentrated under reduced pressure
3. washthe crude was washed with sodium bicarbonate and brine
4. dry with materialThe organic layer was dried over sodium sulphate
5. filtrationfiltered
6. customevaporated under reduced pressure
7. dissolutionThe residue was re-dissolved in dichloromethane
8. concentrationconcentrated under reduced pressure
9. customa solid was precipitated
10. washThis solid was washed with diethylether
11. filtrationfiltered
12. customdried in the vacuum oven at 40° C.

ORD-Eintrag

ord-6c0c18c9922b4f81b5e7fe664a813112

Quelldatensatz

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09388189B2