82104-74-3, 1-Oxo-1,3-dihydroisobenzofuran-5-carbonitrile is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
82104-74-3, (a) Synthesis To A suspension of 20 g of 5-CYANOPHTHALIDE in 150 ml of tetrahydrofuran, under nitrogen FLOW, AT 25¡ãC, 422.6 g of the 20percent solution of 4-fluorophenylmagnesium bromide obtained in PREPARATION I are added and a rise in temperature of the mixture to about 35¡ãC is observed. The mixture is kept under stirring until, by a HPLC control [COLUMN: DEVELOSIL C18 4.6 x 250 mm, 5 P ; DETECTOR: UV 240 nm; FLOW : 1.5 ML/MIN ; GRADIENT : A: aq. NH4H2PO4 + H3PO4-PH = 2.85/B : CH3CN/H2O = 9/1 (v/v) ], the disappearance of 5-cyanophthalide is observed. When the reaction is over, 200 ml of a 15percent aqueous solution of ammonium chloride are added, maintaining the temperature not higher than 30¡ãC, then the phases are separated and the organic one is concentrated under vacuum to obtain 52 g of a yellow oil, the raw 3-HYDROXYMETHYL-4- [BIS- (4- fluorophenyl) hydroxymethyl] benzonitrile, with a purity of 92.12percent. (b) Purification In a 250-ML FLASK, 20 g of raw 3-hydroxymethyl-4- [bis (4- fluorophenyl) hydroxymethyl] benzonitrile obtained in the preceding synthesis and 100 ml of ethyl acetate are charged. The mixture is stirred until a solution is obtained, wherein 30 ml of silica gel 60 are added, then the solvent is evaporated under vacuum until a dry powder is obtained. Separately, a 5-cm diameter column is prepared with 300 ml of silica gel 60 (particles 0 0. 063-0. 200 mm) for GRAVIMETRIC column, using A mixture heane/ethyl acetate 9/1 (V/V) as eluent. The product previously adsorbed on silica gel 60 is charged into the column prepared as described and is eluted with the mixture itself. The fractions containing the product are collected and concentrated under vacuum at 50’C with ROTAVAPORX (the solution is getting foaming, so that during the concentration must be taken the due precautions). The oily residue obtained is TREATED WITH 100 MI dichloromethane and the solution is concentrated to give 11. 6 g of 3- hydroxymethyl-4- [bis(4-fluorophenyl)hydroxymethyl]benzonitrile as white crystals with M. P. = 66. 4. 72. 3¡ãC AND PURITY (HPLC) = 97. 35percent. H-NMR and C-NMR PRODUCT DATA ARE INDICATED in Figure 1.
As the paragraph descriping shows that 82104-74-3 is playing an increasingly important role.
Reference£º
Patent; ADORKEM TECHNOLOGY SPA; WO2004/80988; (2004); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem