Hydrochloric Acid → HCID 10881136, compound

Paraformaldehyde (2.08 g, 69.4 mmol) was added to a mixture of 4,7-dimethylindene (25.0 g, 174 mmol) and EtONa (5.9 g, 87 mmol) in DMSO (200 mL) at 25° C. After stirring at room temperature for 12 hours, the reaction mixture was heated at 65° C. for 8 hours. It was then cooled to room temperature and a solution of HCl (1 M, 400 mL) was added. The mixture was extracted with CH2Cl2 (400 mL); the organic phases were combined, washed with a saturated solution of NaCl and then with water, dried with MgSO4, filtered and finally concentrated to yield a brown viscous liquid. GC analysis showed only the final product and the starting material, no fulvene derivative being detectable. Precipitation occurred when the brown liquid was added into pentane (100 mL). Bis(4,7-dimethylindenyl)methane was obtained as a yellow solid after filtering and washing with pentane and EtOH, with a yield of 33% (6.8 g).

1. temperaturethe reaction mixture was heated at 65° C. for 8 hours
2. temperatureIt was then cooled to room temperature
3. extractionThe mixture was extracted with CH2Cl2 (400 mL)
4. washwashed with a saturated solution of NaCl
5. dry with materialwith water, dried with MgSO4
6. filtrationfiltered
7. concentrationfinally concentrated
8. customto yield a brown viscous liquid

ORD record

ord-3d26b764ef8346d2b747e92fcfa85717

Source dataset

uspto-grants-2001_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06268518B1