HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (4-(Trifluoromethoxy)benzyl)malononitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-(Trifluoromethoxy)benzalmalononitrile | HCID 845662 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4-(Trifluoromethoxy)benzyl)malononitrile | HCID 22235052 | 83.6% |
Reaction Steps
Then, 2.61 g of (4-(trifluoromethoxy)benzylidene)malononitrile was dissolved in 20 ml of tetrahydrofuran, and while stirring at room temperature, a suspension of 0.11 g of sodium borohydride in 5 ml of ethanol was added dropwise, followed by stirring at room temperature for 30 minutes. Then, 10% hydrochloric acid was added, and the mixture was extracted with diethyl ether. The organic layer was successively washed with 10% hydrochloric acid, a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2.20 g of (4-(trifluoromethoxy)benzyl)malononitrile (the intermediate (7)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402691B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-74ddbc1f80bb47f09eac7b2d43ac95e3 |
| Source note | uspto-grants-2008_07 |