HuagongsheHuagongshe Chemistry Print Report · For research reference only
Catechol → 2-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-benzodioxole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Catechol | HCID 289 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1-(4-(Trifluoromethyl)phenyl)ethan-1-one | HCID 69731 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-benzodioxole | HCID 18961198 | — |
Reaction Steps
A solution of catechol (5.5 g) and 4-(trifluoromethyl)acetophenone (10.3 g) in toluene (150 ml) containing a catalytic amount (0.2 g) of p-toluenesulphonic acid monohydrate was heated under reflux for 3 days. Water produced in the condensation was separated by means of a Dean-Stark trap. After removal of the solvent under reduced pressure, the residue was purified by chromatography on silica gel using methylene chloride as eluant. Pure 2-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-benzodioxole was obtained as a colourless oil (10.8 g, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05212171 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-0dd0d6cfe8b34810b23f92ec85f99d7e |
| Source note | uspto-grants-1993_05 |