2879-20-1, 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,2879-20-1
The title compound was prepared according to the published protocol1. A 60 % suspension of sodium hydride in mineral oil (0.2 g, 5.0 mmol) was washed with petroleum benzin (20 ml) twice, anhydrous DMSO (4 ml) was added. After being stirred for 30 mm at room temperature under argon, the flask was cooled down to 15 00 and a solution of methyl3-chlorobenzoate (0.853 g, 5.0 mmol) and 1 -(2,3-dihydro-1 ,4-benzodioxin-6-yl)ethanone (0.712 g, 4.0 mmol) in DMSO (4 ml) was added dropwise. Upon completion of addition, the reaction mixture was stirred 24 h at room temperature, then poured slowly into crushed ice (50 g) containing 85 % phosphoric acid (1 ml). The resulting precipitate was collected by filtration, washed with water (50 ml) and air dried. The resulting crude product wasrecrystallized from methanol to provide sery595 (590 mg, 47 %) as a light-yellow powder.TLC (hexane:EtOAc, 3/1 v/v): RE = 0.53.1H NMR (400 MHz, DMSO-d6) 6 = 8.24 (t, J = 1.8 Hz, 1H), 8.10 (d, J = 7.8 Hz, 1H), 7.79-7.73(m, 2H), 7.69 (m, 1H), 7.58 (t, J 7.8 Hz, 1H), 7.32 (s, 1H), 7.02 (d, J = 8.3 Hz, 1H), 4.39-4.29 (m, 4H), (in 1H NMR spectrum 6.5% of diketone form is present).130 NMR (100.6 MHz, DMSO-d6) 6 = 186.2, 181.6, 148.1, 143.5, 136.6, 133.8, 132.4, 130.7,127.8, 126.9, 125.8, 121.7, 117.4, 116.7, 93.1, 64.6, 63.9.LC MS (RP18-100A, gradient 0% CH3CN/100% H20 – 100% CH3CN in 50 mm), RT 45.8 mm and mass 317.04 (100%), 318.99 (35%) ([M+H]).M.p. 106-1 07 C.
2879-20-1 1-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)ethanone 76143, abenzodioxans compound, is more and more widely used in various fields.
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