P-Xylene → Fluorene

Participants

Reaction Steps

The 2,7-bis-basic alkanes (IX) are prepared from the corresponding 2,7-bis-basic ketones (II) via the general reaction conditions of the Wolff-Kishner reduction, utilizing hydrazine and a base catalyst in an organic solvent. The desired product can be obtained by the direct reduction of the corresponding ketone, or the reduction may proceed in a stepwise fashion by the isolation of the hydrazone intermediate which is then subsequently reduced. In general the 2,7-bis-basic ketones are dissolved in an organic solvent such as ethanol, diethylene glycol or p-xylene to which hydrazine and sodium or potassium hydroxide or alkoxide is added. The reaction mixture is heated from about 140° to about 180°C for a period of from 12 to 48 hours to form the desired 2,7-bis-basic alkanes of fluorene.

Provenance & Evidence