HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(3-Bromo-4-fluorophenyl)-3-methylbutan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Bromo-4-fluoro-α,β,β-trimethylbenzeneethanol | HCID 66740694 | — |
| Reactant | HCID 178418287 | HCID 178418287 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(3-Bromo-4-fluorophenyl)-3-methylbutan-2-one | HCID 66740799 | 73% |
Reaction Steps
To a stirred solution of 3-(3-bromo-4-fluorophenyl)-3-methylbutan-2-ol (18 g, 69 mmol) in DCM (300 mL) at 0° C. was added PCC (29.7 g, 2 eq) portionwise. After stirring 24 h at room temperature, the reaction mixture was combined with water and extracted with DCM. The combined extracts were dried over MgSO4 and evaporated in vacuo. The residue was purified by flash column chromatography (Hex/EtOAc=10:1) to give 3-(3-bromo-4-fluorophenyl)-3-methylbutan-2-one (13 g, 73%). 1H NMR (400 MHz, CDCl3) δ 7.47-7.45 (m, 1H), 7.17-7.14 (m, 1H), 7.09 (t, J=8.8 Hz, 1H), 1.98 (s, 3H), 1.45 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846739B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-07beb657f6724792b15a1259e1fa3fee |
| Source note | uspto-grants-2014_09 |