Introduction of a new synthetic route about 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone

With the rapid development of chemical substances, we look forward to future research findings about 2879-20-1

1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone, cas is 2879-20-1, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.

The title compound was prepared according to the published protocol4. A mixture of 1-(2,3- dihydro-1,4-benzodioxin-6-yI)ethanone (890 mg, 5.0 mmol) and HDNIB (2.81 g, 6.0 mmol) in acetonitrile (50 ml) was heated under reflux for 2.5 h. 3-bromobenzamide (3.0 g, 15 mmol) was added in one portion and stirring was continued for additional 12 h with reflux. After cooling to room temperature, solvent was evaporated under reduced pressure. DOM(100 ml), water (50 ml) and saturated aq. NaHCO3 solution (50 ml) were added to the residual solid. The organic phase was separated, washed with water (50 ml), brine (20 ml), dried over Na2SO4, filtered and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel (DCM/n-hexane = 2:1 v/v) to provide sery534 (700 mg, 39%) as a white solid.TLC (DCM/n-hexane, 2:1 v/v): RF = 0.52.1H NMR (400 MHz, DMSO-d6) = 8.63 (s, 1 H), 8.14 (t, J = 1.8 Hz, 1 H), 8.01 (d, J 7.9 Hz,1 H), 7.74 (d, J = 7.9 Hz, I H), 7.51 (t, J 7.9 Hz, 1 H), 7.38-7.31 (m, 2H), 6.93 (d, J = 8.2 Hz,1H), 4.28 (s, 4H).130 NMR (100.6 MHz, DMSO-d6) 6 = 159.2, 143.6, 143.5, 140.9, 135.2, 133.3, 131.4, 128.8,128.3, 125.0, 123.8, 122.3, 118.4, 117.4, 113.9, 64.2, 64.1.LC MS (RP18-100A, gradient 0% CH3CNI100% H20 -¡Â 100% CH3CN in 50 mm), RT 45.2mm and mass 358.09 (100%), 359.98 (100%) ([M+H]).M.p. 125-126 00.

With the rapid development of chemical substances, we look forward to future research findings about 2879-20-1

Reference£º
Patent; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E.V.; LUDWIG-MAXIMILIANS-UNIVERSITAeT MUeNCHEN; GEORG-AUGUST-UNIVERSITAeT GOeTTINGEN; BECKER, Dorothea; JOVIN, Thomas M.; GRIESINGER, Christian; LEONOV, Andrei; RYAZANOV, Sergey; GIESE, Armin; OUTEIRO, Tiago F.; LAZARO, Diana F.; SCHOeN, Michael P.; SCHOeN, Margarete; (101 pag.)WO2018/206778; (2018); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem