The influence of catalyst in reaction 77341-67-4

Compounds in my other articles are similar to this one(4-(((1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl)oxy)-4-oxobutanoic acid)COA of Formula: C14H24O4, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 4-(((1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl)oxy)-4-oxobutanoic acid( cas:77341-67-4 ) is researched.COA of Formula: C14H24O4.Puetzer, Bruno; Moran, Wm. J. published the article 《Separation of l-menthol from racemic menthol U.S.P.》 about this compound( cas:77341-67-4 ) in Journal of the American Pharmaceutical Association (1912-1977). Keywords: MENTHOL. Let’s learn more about this compound (cas:77341-67-4).

Purel-menthol was obtained in an overall yield of 61% of the theoretical from dl-menthol employing l-ephedrine (I) as the resolving agent for the acid succinate, essentially as follows. Convert dl-menthol to dl-menthyl H succinate (II) by Arth’s method (Ann. 1, 483 (1832)). Dissolve 75.5 g. II and 50.0 g. I in 500 ml. iso-PrOAc by stirring at 75°, allow to cool slowly, let stand 4 hrs. at room temperature, filter with suction, wash with the solvent, recrystallize twice from b. iso-PrOAc to obtain 46.1 g. l-ephedrine l-menthyl succinate (III), [α]D25 -57.5° (in 95% alc.). The use of other solvents (e.g., acetone, water) resulted in appreciably lower yields. Dissolve 35.5 g. III in 200 ml. CHCl3, extract successively with 100, 100, 50 and 50 ml. 10% HCl, dry the CHCl3 solution over anhydrous Na2SO4, and remove the solvent under reduced pressure leaving 18.7 g. l-menthyl H succinate (IV), m. 60-2°. Dissolve 18.7 g. IV in 150 ml. 10% NaOH, and steam distil to obtain 10 g. l-menthol; filter, dry over H2SO4, and distil at atm. pressure to obtain 9.5 g. l-menthol, b. 212°, m. 41-2°, [α]D25 -50° (in 95% alc.). The odor of this material lacks the aromatic qualities imparted to natural menthol by impurities carried over from oil of peppermint.

Compounds in my other articles are similar to this one(4-(((1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl)oxy)-4-oxobutanoic acid)COA of Formula: C14H24O4, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem