HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → 4-[2-(Benzyloxy)-4-ethylphenoxy]-3-fluorophenyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 1-{4-[2-(Benzyloxy)-4-ethylphenoxy]-3-fluorophenyl}ethanone | HCID 59191401 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[2-(Benzyloxy)-4-ethylphenoxy]-3-fluorophenyl acetate | HCID 59191366 | 51% |
Reaction Steps
To a solution of 1-{4-[2-(benzyloxy)-4-ethylphenoxy]-3-fluorophenyl}ethanone (3 g, 8.24 mmol) in dry dichloromethane (30 ml), was added PTSA (0.047 g,0.247 mmol). The reaction mixture was cooled in an ice bath and mCPBA (50% H2O) (2.84 g, 8.24 mmol) was added portionwise. The resulting mixture was stirred at RT for 3 days, then concentrated at 35-40 C. The residue was purified by column chromatography, (pet ether:EtOAC). The resulting solid was dissolved in pet ether, filtered then concentrated the yield the title compound (1.6 g; 51%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722746B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-803783c2912040009145d62d635b0756 |
| Source note | uspto-grants-2014_05 |