Hydrazine hydrate (1:1) → 7-[2-Hydroxy-5-(3-hydroxy-1-octenyl)-cyclopentyl]heptanohydrazide

Participants

Reaction Steps

A solution of methyl 7-[2-hydroxy-5-(3-hydroxy-1-octenyl)cyclopentyl]heptanoate (0.4 g.), [prepared as described in Example 5], 100% hydrazine hydrate (0.8 ml.) and methanol (10 ml.) was refluxed for 24 hours. After 12 hours reflux a further amount of hydrazine hydrate (0.8 ml.) was added. The methanol was removed in vacuo and the residue diluted with water. The resulting solution was extracted twice with diethyl ether. The combined ether extracts were dried over magnesium sulphate to give 7-[2-hydroxy-5-(3-hydroxy-1-octenyl)-cyclopentyl]heptanohydrazide (0.25 g., 62.5%). (Found: C, 67.4; H, 10.6; N, 7.9. C20H38N2O3 requires C, 67.8; H,10.72; N, 7.9%) νmax 3300 cm-1, 1650 cm-1 (shoulder 1630 cm-1), 980 cm-1 (liquid film).

Provenance & Evidence