HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Acetyl-5-bromothiophene → 5-Bromo-alpha,alpha-dimethyl-2-thiophenemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Acetyl-5-bromothiophene | HCID 79335 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 5-Bromo-alpha,alpha-dimethyl-2-thiophenemethanol | HCID 22714302 | 89.1% |
Reaction Steps
To the solution of 1-(5-bromothiophen-2-yl)ethanone (2.05 g, 10 mmol, 1 eq) in ether (20 mL) was added methylmagnesium bromide (11 mL, 11 mmol, 1.1 eq) dropwise at ice-bath. After 0.5 h, the reaction mixture was allowed to stand at room temperature for 1.5 h. Then, the reaction was quenched with saturated aqueous NH4Cl, washed with brine, dried (Na2SO4), and evaporated to afford 2-(5-bromothiophen-2-yl)propan-2-ol (1.97 g, 89%). LC-MS (m/z)=211 [M+]H+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422271B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-d700dd36c03f429a83033e0602d19d26 |
| Source note | uspto-grants-2016_08 |