Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Cyclopentanone | HCID 8452 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 14146582 | HCID 14146582 | 60% |
Reaction Steps
1 mol (84 g) of cyclopentanone, 1 mol (106 g) of benzaldehyde and 2 mols (132 g) of malonic acid dinitrile are dissolved in 1 1 of methanol and 60 ml of morpholine are added dropwise over a period of approx. 2 hours in such a way that the temperature of the reaction mixture does not exceed 45° C. The mixture is then stirred for a further 8 hours and the precipitate which forms during the reaction is filtered off. The filter residue is heated in 2 1 of ethanolic KOH for 10 minutes under reflux, the reaction mixture is poured out onto ice/water, the pH is adjusted to 2 with dilute sulphuric acid and the product is filtered off. 155 g of 6-amino-5,7-dicyano-4-phenyl-indane (60% of theory) are obtained, melting point 148°-149° C. (from benzene).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04189427 |
|---|
| Source dataset | uspto-grants-1980_02 |
|---|
| ORD ID | ord-5d8313bf9c3047d6b9164c59adde75c5 |
|---|
| Source note | uspto-grants-1980_02 |
|---|