HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphoric Acid → 6-Hydroxy-2,5,7-trimethyl-2-cyanochromane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Boron trifluoride | HCID 6356 | — |
| Reactant | 2,6-Dimethylhydroquinone | HCID 69560 | — |
| Reactant | Methylvinyl ketone cyanohydrin | HCID 23317073 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Nitromethane | HCID 6375 | — |
| Product | 6-Hydroxy-2,5,7-trimethyl-2-cyanochromane | HCID 23460421 | 79% |
Reaction Steps
Using the method described in the last paragraph of Example 1, 23.3 g (0.169 mole) of 2,6-dimethylhydroquinone were reacted with 16.6 g (0.169 mole) of methyl vinyl ketone cyanohydrin, stabilized with 1 g of phosphoric acid, in 125 ml of toluene and 17 ml of nitromethane in the presence of 11.5 g (0.169 mole) of BF3. Conventional working up gave 6-hydroxy-2,5,7-trimethyl-2-cyanochromane in the form of colorless crystals, in 79% yield; melting point 135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04268446 |
| Source dataset | uspto-grants-1981_05 |
| ORD ID | ord-d20f09824b8441878fd2d51cb5400972 |
| Source note | uspto-grants-1981_05 |