Potassium Carbonate → HCID 86751256, compound

Participants

Reaction Conditions

Reaction Steps

The compounds (R)-(+)-2-hydroxy-2-pentoxy-1,1'-binaphthalene and (R)-(+)-2,2'-dipentoxy-1,1'-binaphthalene were prepared as follows. 1 g (3.49 mmol) (R)-(+)-2,2'-dihydroxy-1,1'-binaphthalene and 0.99 g (5 mmol) iodopentane were dissolved in 40 ml acetone while stirring. 6.99 g of potassium carbonate and 7.99 g (57.9 mmol) potassium bromide was added in one portion. After 24 hours stirring at room temperature, 1 g potassium carbonate was added. The reaction mixture was heated to 45° C. for 30 minutes. The excess potassium carbonate and potassium bromide were filtered and the solvent of the filtrate was removed with a rotavap. The crude product was purified by flash column with silica gel and dichloromethane as the eluent to obtain 370 mg of product consisting of 25% of the monosubstituted product and 56% of the disubstituted product.

Provenance & Evidence