HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 22117991, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 4,7-dimethyl-1H-indene | HCID 81458 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 22117991 | HCID 22117991 | 50% |
Reaction Steps
Formalin (37% aq. solution, 0.28 g, 3.47 mmol) was added to a mixture of 4,7-dimethylindene (1.0 g, 6.94 mmol) and EtONa (0.15 g, 2.20 mmol) in dimethylsulphoxide (10 mL) at 25° C. After stirring at room temperature for 12 hours, the reaction mixture was heated at 80° C. for further 4 hours and then cooled to room temperature. A solution of HCl (1 M, 10 mL) was added. The mixture was extracted with CH2Cl2 (2×50 mL); the organic phases were combined, washed with a saturated solution of NaCl and then with water, dried over anhydrous MgSO4, filtered and finally concentrated to yield a brown solid (GC analysis shows 75% conversion). After washing with MeOH, bis(4,7-dimethyl-3-indenyl)methane was isolated as a yellow solid (0.52 g; yield 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06162937 |
| Source dataset | uspto-grants-2000_12 |
| ORD ID | ord-d72cb75e9a3d44dc99b405ccd466d724 |
| Source note | uspto-grants-2000_12 |