HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → Methyl 3-bromo-2-methyl-6-(2-oxoethoxy)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | Methyl 3-bromo-6-(2-hydroxyethoxy)-2-methylbenzoate | HCID 86723795 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-bromo-2-methyl-6-(2-oxoethoxy)benzoate | HCID 86723796 | 90% |
Reaction Steps
To a solution of methyl 3-bromo-6-(2-hydroxyethoxy)-2-methylbenzoate (126a, 126 mg, 0.436 mmol) in DCM (5 mL) was added Dess-Martin periodinane (192 mg, 0.429 mmol). The solution was stirred at room temperature for 2 hours. The solution was purified directly by column chromatography (silica gel, heptanes/EtOAc) to give methyl 3-bromo-2-methyl-6-(2-oxoethoxy)benzoate (126b, 111 mg, 90% yield) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040515B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-ce14999c2fdd4e0d803d2443876619b3 |
| Source note | uspto-grants-2015_05 |