HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzhydrol → 1-(Diphenylmethoxy)-3-bromopropane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzhydrol | HCID 7037 | — |
| Reactant | 3-Bromo-1-propanol | HCID 12308 | — |
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(Diphenylmethoxy)-3-bromopropane | HCID 14306367 | 85% |
Reaction Steps
In a reactor fitted with a water trap, a mixture of benzhydrol (5.0 g), 3-bromo-1-propanol (3.8 g), camphor-10-sulfonic acid (1.0 g), and toluene (80 mL) was refluxed for 2 hours. This reaction mixture was concentrated and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=95:5) to provide 7.0 g of the title compound. Yield 85%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06172085B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-eb4595fcf6d042379937eb0e3a74cc63 |
| Source note | uspto-grants-2001_01 |