Diisopropylamine → 3,3-Bis(3-fluorophenyl)-2-propenal

Participants

Reaction Steps

The compound was prepared according to the procedure described in Example 84. The following reagents were used: 3,3'-difluorobenzophenone (19.8 g), diisopropylamine (32.2 mL), 1.55M n-butyl lithium in hexane (148 mL), acetaldehyde N-tertbutylimine (14.75 mL), diethyl chlorophosphonate (16.6 mL) and tetrahydrofurane (200 mL). The usual work up gave 23 g of material which was crystallized from hexane to give 17.4 g of 3,3-bis(3-fluorophenyl)-2-propenal, mp 51°-53° C. A small portion was recrystallized from the same solvent to provide the analytical sample, mp 52°-54° C.

Provenance & Evidence