Sodium Methoxide → HCID 178462386, Verbindung

0.29 ml (1.4 mmol) of a 4.9 M solution of sodium methoxide in methanol were added to a solution of 1.77 g (7.1 mmol) of (2R,3S)-2-(2,3-difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)methyl]oxirane [prepared as described in Step 7(iv) above] and 2.20 g (9.2 mmol) of trans-5-(acetylthio)-2-phenyl-1,3-dioxane [prepared as described in Japanese Patent Application (Kokai) Hei 8-333350] in 20 ml of ethanol. The resulting mixture was then heated under reflux for 7 hours. After cooling the reaction mixture, it was partitioned between ethyl acetate and an aqueous ammonium chloride solution. The organic layer was washed with saturated aqueous sodium chloride solution and concentrated under reduced pressure to afford 3.65 g of the crude title compound. An aliquot (0.28 g) of the crude residue was purified by chromatography on a silica gel (15 g) column using a 2:5 mixture of ethyl acetate and hexane as eluent to afford 0.21 g of the title compound.

1. temperatureThe resulting mixture was then heated
2. temperatureunder reflux for 7 hours
3. temperatureAfter cooling the reaction mixture, it
4. customwas partitioned between ethyl acetate
5. washThe organic layer was washed with saturated aqueous sodium chloride solution
6. concentrationconcentrated under reduced pressure
7. customto afford 3.65 g of the crude title compound
8. customAn aliquot (0.28 g) of the crude residue was purified by chromatography on a silica gel (15 g) column
9. additiona 2:5 mixture of ethyl acetate and hexane as eluent

ORD-Eintrag

ord-0b2f25f4a9c1429390b86ffb98ea1d5b

Quelldatensatz

uspto-grants-2002_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06391903B1