Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | HCID 23114603 | HCID 23114603 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 23114576 | HCID 23114576 | 86% |
Reaction Steps
To a solution of [5-bromo-4-[(4-chlorophenylthio)(2,5-difluorophenyl)methyl]pyridin-2-yl]methanol (550 mg, 1.20 mmol) in a mixture of methanol (10 ml) and ethyl acetate (10 ml) were added hexaammonium heptamolybdate tetrahydrate (100 mg) and 30% aqueous hydrogen peroxide (10 ml). The resulting mixture was stirred for 19 hours. After addition of water, the resulting mixture was extracted with ethyl acetate. The extract was washed sequentially with water, a saturated aqueous solution of sodium bicarbonate, a saturated aqueous solution of sodium thiosulfate and brine. The organic layer thus obtained was dried over magnesium sulfate, and concentrated under reduced pressure. The residue thus obtained was subjected to flash silica gel column chromatography. The fraction obtained from the hexane:ethyl acetate=2:1 eluate was concentrated under reduced pressure, followed by recrystallization from hexane:ethyl acetate to give the title compound (506 mg, 1.04 mmol, 86%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07932271B2 |
|---|
| Source dataset | uspto-grants-2011_04 |
|---|
| ORD ID | ord-c0b0492e08314ce5b00b2cbccba59e58 |
|---|
| Source note | uspto-grants-2011_04 |
|---|