HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride etherate → 1-bromo-3-(4-ethoxybenzyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 46205463 | HCID 46205463 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 1-bromo-3-(4-ethoxybenzyl)benzene | HCID 46205787 | 76.2% |
Reaction Steps
Then, Et3SiH (4.09 mL, 0.0256 mol) and BF3.Et2O (1.47 mL, 0.0116 mol) were added sequentially to a chloroform (22 mL) solution of (3-bromophenyl)(4-ethoxyphenyl)methanol (3.92 g, 0.0128 mol) at −60° C. After stirred for one hour, the reaction solution was warmed to room temperature. After the reaction mixture was added with a saturated sodium carbonate aqueous solution and extracted with chloroform, the organic layer was washed with brine and dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=50:1) to obtain a colorless oily title compound (2.84 g, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910619B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-88714045b8cc46a0ae4d5ce54518df60 |
| Source note | uspto-grants-2011_03 |