Application of 40546-94-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 40546-94-9, name is 6-Methyl-4-phenylchroman-2-one, This compound has unique chemical properties. The synthetic route is as follows.
EXAMPLE 2 3,4-Dihydro-6-methyl-4-phenyl-2H-benzopyran-2-ol (IV) 3,4-Dihydro-6-methyl-4-phenyl-2H-benzopyran-2-one (III, EXAMPLE 1, 100.0 g, 420.2 mmol) is added to toluene (500 mL). The mixture is degassed by purging alternately with vacuum and nitrogen and then cooled to -21. Diisobutylaluminumhydride in toluene solution (DIBAL, 1.5 M, 290 mL, 435 mmol) is then slowly added over 2 hr via add funnel while maintaining the reaction temperature at -20 to -25. The reduction is usually done when the DIBAL add is completed. If the reaction is not done additional DIBAL can be added in increments. When the reaction is done (<1% lactone) ethyl acetate (45 mL) is added at -20 to -25 via add funnel. Very little exotherm is observed. Next, citric acid (23%, 500 mL) is added. The mixture is stirred at 45-50 for 1 hr (or stirred overnight at 20-25), the phases are separated, the organic phase is washed with water (2 x 300 mL). The organic phase is concentrated to 250 mL under reduced pressure. Methanol (500 mL) is added, and the mixture is concentrated to 250 mL. The methanol addition and distillation is repeated to give the title compound in methanol solution. This solution is concentrated to a thick oil which crystallizes on standing to give the title compound (as a mixture of diastereomers), IR (neat) 3410, 3020, 2925, 1605, 1498, 1447, 1205 and 1010 cm-1; MS (m/z, EI) = 240 (parent). Rather then isolating and characterizing the title compound, it is normally taken directly into the next step. HPLC (column = zorbax C-8; mobile phase acetonitrile/water (50/50); flow rate = 1 mL/min; wavelength = 240 nm; note - the absorbance of the lactone (III) at 240 nm is approximately 3.5 times greater than the lactol (IV);.
The chemical industry reduces the impact on the environment during synthesis 6-Methyl-4-phenylchroman-2-one. I believe this compound will play a more active role in future production and life.
Reference:
Patent; PHARMACIA & UPJOHN COMPANY; EP960109; (2002); B1;,
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