Dimethylformamide → HCID 66988705, compound

Participants

Reaction Steps

To a 1000 ml 3 neck round bottom equipped with an overhead stirrer and temperature probe was added 2,2′-dihydroxy-biphenyl (50 g), Prostab 5198 (0.02 g), DMF (150 ml) and triethylamine (59.8 g). The reaction was cooled to <0 C with methanol/dry ice bath and acryloyl chloride (51 g) was slowly added. The GC indicated the reaction was mostly complete with ˜15% monoacrylate. Triethylamine (10 g) was added followed by the addition of acryloyl chloride (9 g). The GC indicated the reaction was complete. The reaction product was treated with (300 ml) methyl t-butyl ether and (300 ml) DI water. The organic portion was separated and washed 5 times with 200 ml sodium chloride brine. The organic portion was treated with 50 g filter aid, mixed and filtered through a thin pad of silica gel. The filtrate was concentrated in vacuo to recover a yellow oil. This oil (69 g) was taken up in 300 ml chloroform and filtered through a short silica gel column (5.5 inch diameter by 4 inches thick) and eluted with chloroform/heptane. The product (52 g) was recovered by concentrating the eluent in vacuo. GC indicated >98% product. The refractive index of the (i.e. uncured) monomer was determined to be 1.571.

Provenance & Evidence