HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-((5-Bromo-2-chlorothiophen-3-yl)methyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 5-Bromo-2-chloro-3-(4-methoxybenzyl)thiophene | HCID 66695454 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-((5-Bromo-2-chlorothiophen-3-yl)methyl)phenol | HCID 66690904 | — |
Reaction Steps
To a solution of thiophene 3 (5.44 g, 17.1 mmol) in CH2Cl2 (50 mL) was added boron tribromide (20 mL, 1M in CH2Cl2) at 0° C. The mixture was warmed up to room temperature slowly and stirred at room temperature for 3 hours. To the mixture was added aq. 1N HCl solution (35 mL) dropwise at 0° C. and H2O was added to the mixture. The mixture was extracted with EtOAc (50 mL×2). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The crude product 4 was dried under high vacuum and used without further purification. (5.1 g, 99%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006187B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-ef17c04c4f784aca8c18ff3200cb323d |
| Source note | uspto-grants-2015_04 |