Chloride → (9H-Fluoren-9-yl)methyl 2-methylprop-2-enoate

Participants

Reaction Steps

Methacrloyl chloride (5 ml) was added dropwise to a cooled solution of 9-fluorene methanol (Aldrich Chemical Co. 5.04 g, 0.026 moles) in a mixture of dry tetrahydrofuran (15 ml) and dry triethylamine (10 ml). After 1 hour at 0° C. the reaction was quenched with water and extracted with ether. The resultant oil was flash chromatographed to give 0.70 g, (10% yield) of (9-fluorenyl)-methyl methacrylate (9 FMMA) as a light yellow oil. The original monomer stored at 0° C. polymerized over a period of 3 days. This material was dissolved in toluene and added dropwise to hexane, yielding a precipate of poly(9 FMMA) ([η]=0.28 dl/g).

Provenance & Evidence