Hydrochloric Acid → HCID 53940607, compound

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Reaction Steps

The cyclopentanonetriester of formula 6, diethyl cis,trans-3-(6-carboethoxy-2-hexenyl)-4-(3-hydroxy-3-methyl-1-octenyl)-2-oxo-1,3-cyclopentanedicarboxylate (11.2 g), described in Example 45, is heated to reflux for 1 hr. in a solution of sodium hydroxide (13.4 g) in 80 ml of water and 110 ml of methanol. The mixture is cooled, adjusted to pH 5 with 2N HCl, diluted with saturated sodium chloride solution and extracted with ether. The ether extract is dried (Na2SO4) and concentrated. Chromatography on silica gel yields the title compound νmaxCHCl2 3580, 1740, 1720 cm-1, nmr (CDCl3) δ 0.88 (t, J = 5, 3H), 1.28 (s, 3H), 5.3-5.75 (m, 4H), 6.3 (2xs, 2H).

Provenance & Evidence