Hydrochloric Acid → HCID 11379560, compound

Participants

Reaction Steps

Formalin (37% solution; 3.5 g, 43.1 mmol) was added to a mixture of indene (10.0 g, 86.2 mmol) and EtONa (2.9 g, 43.1 mmol) in N,N-dimethylformamide (100 mL). The reaction mixture was stirred at room temperature for 12 hours. A solution of HCl (1 M, 50 mL) was added. The mixture was extracted with CH2Cl2 (2×100 mL) and the organic phases combined, washed with a saturated solution of NaCl and then with water, dried over MgSO4, filtered and finally concentrated to yield a viscous brown liquid (89% yield by GC). Vacuum distillation yielded pure bis-(3-indenyl)methane as a yellow viscous oil (b.p. 160-180° C. at 1.2 mmHg, 3.65 g, 35% yield), which can be recrystallized from pentane.

Provenance & Evidence