HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphoric Acid → 3-(6-Bromopyridin-2-yl)-2,3-dimethylbutan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ethyl 2-(6-bromopyridin-2-yl)-2-methylpropionate | HCID 86616118 | — |
| Reactant | HCID 178467823 | HCID 178467823 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(6-Bromopyridin-2-yl)-2,3-dimethylbutan-2-ol | HCID 86616119 | — |
Reaction Steps
In a nitrogen atmosphere, 13 mL of 2 M methylmagnesium iodide/diethyl ether solution was added to diethyl ether (20 mL) solution of 2.72 g of ethyl 2-(6-bromopyridin-2-yl)-2-methylpropionate with cooling in an ice bath. The reaction liquid was stirred at room temperature for 3 hours, and then water and aqueous 10% phosphoric acid solution were added thereto, extracted with diethyl ether, washed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water, and then dried with anhydrous magnesium sulfate. After concentrated under reduced pressure, the residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 8/1) to obtain 1.47 g of the entitled compound as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935708B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-32897f778bb24546920c0fcf29191b68 |
| Source note | uspto-grants-2011_05 |