HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 66571439, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Trimethyl borate | HCID 8470 | — |
| Reactant | 4-Chloro-1-ethyl-2-iodobenzene | HCID 68984613 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66571439 | HCID 66571439 | 72% |
Reaction Steps
i-Propylmagnesium chloride (2M sol. in THF, 8.98 mL, 17.95 mmol) was added drop wise to a solution of 4-chloro-1-ethyl-2-iodobenzene (4.35 g, 16.3 mmol) in dry THF (40 mL) at −30° C. and the reaction mixture was stirred at the same temperature for 30 min, under argon. After this time, trimethylborate (3.63 mL, 32.6 mmol) was added drop wise and the reaction mixture was stirred at the same temperature for 1.5 h. HCl (1 M, 16 mL) was added and the reaction mixture extracted with EtOAc (3×50 mL). The combined organic layers were dried over sodium sulfate and, after removal of the solvent, a solid was obtained, which was triturated with hexane to obtain the title compound as a white solid (2.15 g, 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09283224B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-194792658e074a3ab4133e1d14ee06ee |
| Source note | uspto-grants-2016_03 |