HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 58007486, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (5-Bromo-2-chlorophenyl)methanol | HCID 5074766 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58007486 | HCID 58007486 | — |
Reaction Steps
To a solution of (5-bromo-2-chlorophenyl)methanol from the previous step (1 eq.) in DMF (0.25 M) was added imidazole (1.2 eq.) and tert-butyldimethylsilyl chloride (1.1 eq.). The resulting solution was stirred at RT for 3 h. The reaction mixture was quenched with sat. aq. NH4Cl and extracted with ether. The combined organic extracts were washed further with aq. 10% HCl, sat. aq. NaHCO3, and brine. Concentration of the organic extracts in vacuo afforded an orange oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 9:1 (v/v) Hex:EtOAc) afforded the title compound as a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063105B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-b6496fd24ff24f81998771fecd343191 |
| Source note | uspto-grants-2011_11 |