* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
EXAMPLE 1 1,2,3,4-Tetrahydro-5H-[1,3]benzodioxolo[5',6':5,6]pyrano[3,4-c]pyridin-5-one hydrochloride A mixture of 3,4-methylenedioxyphenol (125 g, 0.91 moles) and <strong>[71486-53-8]methyl 4-oxo-3-piperidinecarboxylate hydrochloride</strong> (125 g, 0.65 moles) is cooled in ice and treated over one hour with 600 ml of 72percent sulfuric acid. The mixture is then stirred at room temperature for 64 hours. Ice/water (1.0 kg) is added, followed by conc. ammonium hydroxide, until the pH of the mixture is 9.0. The crude product is filtered, stirred briefly in 2.5percent aqueous sodium hydroxide (1.0 l), and refiltered. Several recrystallizations from dilute aqueous hydrochloric acid yielded the product (86.2 g) as the hydrochloride, mp 258°-259° C.
With triethylamine; In dichloromethane; at 20℃; for 0.166667h;
General procedure: To a solution of sesamol (1, 1.0 mmol) and ethanesulfonyl chloride/arylsulfonyl chloride (2, 1.2 mmol) in dry dichloromethane (DCM, 10 ml) at room temperature, a solution of triethylamine (Et3N) (1.5 mmol) in dry DCM (5 ml) was added dropwise for 10 min. When the reaction was completed by TLC analysis, the reaction mixture was diluted with water (15 ml), and extracted with DCM (30 ml 3). Subsequently, the combined organic phase was washed by saturated aq. brine (30 ml), dried over anhydrous Na2SO4, concentrated in vacuo, and purified by silica gel column chromatography to obtain the target compound in 35-100% yields [22, 25]. The data for 3a-p are shown as follows.
5-(2,6-dichloro-4-nitrophenoxy)benzo[d][1,3]dioxolane[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
71.7%
With potassium carbonate; In N,N-dimethyl-formamide; at 80℃; for 15h;Inert atmosphere;
Add benzo [d] [1,3] dioxolane-5-ol (10g, 72mmol),<strong>[3107-19-5]3,5-dichloro-4-fluoronitrobenzene</strong> (22.7 g, 108 mmol), potassium carbonate (15 mg, 108 mmol)And 80 mL of dry N, N-dimethylformamide into a 250 mL single-necked flask,The reaction was carried out at 80 C for 15 hours under a nitrogen atmosphere. Cool to room temperature, add ice water and stir vigorously,A solid precipitated out, filtered with suction and washed the cake with water (30mL x 3), dried,18 g of a pale yellow solid was obtained, yield: 71.7%.
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
120K+ Compounds
Competitive Price
1-2 Day Shipping
