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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46709Generated: October 28, 2026

Acetic Acid → 7-[2-(3-Hydroxy-3-pentyl-trans-1-propenyl)-5-hydroxy-cyclopentyl]-cis-4-heptenoic acid

https://huagongshe.com/reaction/46709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium borohydrideHCID 4311764—
Reactant7-[2-(3-Hydroxy-3-pentyl-trans-1-propenyl)-5-oxocyclopentyl]-cis-4-heptenoic acidHCID 86735831—
SolventMethanolHCID 887—
Product7-[2-(3-Hydroxy-3-pentyl-trans-1-propenyl)-5-hydroxy-cyclopentyl]-cis-4-heptenoic acidHCID 86735830—

Reaction Steps

150 mg of 7-[2-(3-hydroxy-3-pentyl-trans-1-propenyl)-5-oxocyclopentyl]-cis-4-heptenoic acid were dissolved in 20 ml of methanol and three times each time 150 mg of NaBH4 were added within the course 11/2 hours. The reaction solution was adjusted to pH 7 by means of glacial acetic acid, the solvent was removed by distillation under reduced pressure, the residue was acidified with 2N-HCl to pH 1 and extracted thrice with 150 ml of ether. After washing, the organic phase was concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04174458
Source datasetuspto-grants-1979_11
ORD IDord-dc88e9eb07ef4e82890e6b61f58b1a11
Source noteuspto-grants-1979_11