9,9-bis(2-hydroxyethyl)fluorene

The raw material fluorene (100 g) was added to N, N-dimethylformamide (750 ml), and the mixture was nitrogen-protected and stirred until the solid was completely dissolved.But to 0 ° C, sodium hydride (60g, 3 to 4 times, 15 minutes plus), to maintain the temperature between 0 ~ 5 (a large number of gas release). After the addition was complete, the temperature in the reaction flask was kept at 0 to 10 ° C, stirred for one hour, then cooled to 0 ° C, and ethylene oxide (60 ml)Diluted with N, N-dimethylformamide (50ml) added to the reaction bottle (one minute added), plus finished, slowly rose to 15 , The reaction was warmed for 5 hours (at 1). The reaction mixture was slowly poured into 800 g of ice water and quenched with EA (ethyl acetate)(800 ml x 3). The organic phases were combined and the organic phase was washed once with saturated brine (800 ml) and dried over sodium sulfate. InAfter the desiccant was removed by filtration, the solvent was spun to a half volume (water bath temperature around 45C), 10 g of activated charcoal was added, After half an hour, the activated charcoal was filtered off and the solvent was again dried (bath temperature was about 45 ° C) to obtain 170 g of crude product. The crude product was 510 mlThe toluene was heated to 100 ° C and then cooled to room temperature (10-15 ° C). After 2 hours of incubation, the reaction mixture was filtered and the filter cake was washed with toluene (100 ml× 2) and dried (60 ° C, -0.09 MPa) to obtain 63 g of an off-white powder. The product was heated to 100 ° C with 210 ml of tolueneAfter cooling to room temperature (10-15 & lt; 0 & gt; C) for 2 hours and filtering, the filter cake was washed with toluene (100 ml x 1), dried (60 &-0.09 MPa) to give white crystal 61g (median 2). Molar yield = 40.1percent, HPLC = 99.7percent.Further, after the addition of ethylene oxide, the reaction temperature must be maintained at 10 to 15 ° C and not more than 20 ° C.

Molecular Weight:254.32
XLogP3:2.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:254.130679813
Monoisotopic Mass:254.130679813
Topological Polar Surface Area:40.5
Heavy Atom Count:19
Complexity:272
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes