As a common heterocyclic compound, it belongs to benzodioxans compound, name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, and cas is 4442-54-0, its synthesis route is as follows.,4442-54-0
To a round bottom flask equipped with magnetic stirring, an addition funnel and a nitrogen inlet, was added benzo(1,4)dioxan-6-carboxylic acid (18.00 g, 99.91 mmol) and 1,2-dimethoxyethane (667 mL). This mixture was cooled to -75¡ã C. in a dry ice-acetone bath. To this was added 1.3 M sec-butyl lithium in cyclohexane (230.6 mL, 299.7 mmol) over 1 hour, maintaining reaction temperature below -60¡ã C. The reaction was removed from the cooling bath, allowed to warm to -20¡ã C., and subsequently stirred at -20¡ã C. for 45 min. The reaction was cooled to -50¡ã C., and iodomethane (15.6 mL, 249.8 mmol) was added. The reaction was again removed from the cooling bath, allowed to warm to -20¡ã C., and stirred at this temperature for 45 min. All cooling was removed and the reaction stirred at room temperature for 16 hours. The reaction was quenched by addition of a few mls of 1N HCl (aq) and the solvent removed by evaporation. The residue was made substantially acidic by the addition of aqueous 1N HCl. The resultant precipitate was filtered and washed with water to give a light brown solid, 5-methyl-benzo(1,4)dioxan-6-carboxylic acid, (6.60 g, 33.9 mmol) in 34percent yield. 1H-NMR (300 MHz, CDCl3) delta (ppm): 7.62 (d, 1H), 6.8 (d, 1H), 4.30 (br s, 4H), 2.52 (s, 3H).
With the complex challenges of chemical substances, we look forward to future research findings about 4442-54-0,belong benzodioxans compound
Reference£º
Patent; Hormann, Robert Eugene; Tice, Colin M.; Chortyk, Orestes; Smith, Howard; Meteyer, Thomas; US2005/209283; (2005); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem