Hydrochloric Acid → HCID 86756706, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 67.8 mL MeMgBr (3M in ether) in 100 mL Et2O was added a solution of 15 g (33.9 mmol) of 1,2-bis(4-phenyl-indanonyl)ethane, prepared as described in the above synthesis 8(a), in 150 mL THF, over a period of 45 minutes, at 0° C. The formation of a white/beige precipitate was observed. The reaction mixture was allowed to warm to 20° C. and was maintained under stirring for 2 hours. The reaction mixture was then poured into ice and acidified to pH 1, with 37% HCl, and finally extracted with Et2O. The organic layer was extracted with a saturated solution of NaCl and the solvent was removed in vacuum. The formed diol was dissolved in CH2Cl2 and ptoluene-sulfonic acid was added. The mixture was stirred overnight at 20° C. The solution was dried over MgSO4, filtered and the solvent was removed in vacuum, thus yielding 9.0 g of the ligand 1,2-bis(l-methyl-phenyl-2-indenyl)ethane (69% yield).

Provenance & Evidence