Sodium Nitrite → (1S,2R)-(-)-1-Amino-2-indanol

Participants

Reaction Conditions

Reaction Steps

The hydrazide of (1S,2R)-1-carboxy-2-hydroxyindane (0.5 gram) is reacted with a solution of 0.5 grams of sodium nitrite in 10 ml of 5% H2SO4. The reaction mixture is maintained for 1 hour at 0-5° C., followed extraction of the reaction mixture with ethyl acetate, followed by basification of the resulting aqueous solution with NaOH, extraction with methyl t-butyl ether, drying of the extracts over MgSO4, filtration, and the removal of solvent by rotary evaporation. The product (1S,2R)-1-amino-2-indanol is isolated as a light yellow oil.

Provenance & Evidence