HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron trifluoride etherate → 2-(5-Bromo-2-methoxyphenyl)-1,3-dioxane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | 1,3-Propanediol | HCID 10442 | — |
| Reactant | 5-Bromo-2-methoxybenzaldehyde | HCID 90684 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2-(5-Bromo-2-methoxyphenyl)-1,3-dioxane | HCID 14378759 | 84.3% |
Reaction Steps
A mixture of 5-bromo-o-anisaldehyde (10.0 g, 46.5 mmol), propane-1,3-diol (3.90 g, 51.2 mmol) and BF3-Et2O(0.15 ml) in toluene (50 ml) was refluxed in a Dean-Stark apparatus for 3 h. The reaction mixture was cooled, diluted with ether. The organic layer was washed successively with sat. NaHCO3 aq., water and brine, dried (MgSO4), and concentrated in vacuo to give crude product. The residue was distilled to give Compound 38 (10.7 g, 84%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06329396B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-71d617beee9748b7962940c878a53f64 |
| Source note | uspto-grants-2001_12 |