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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 866369Generated: October 29, 2026

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

https://huagongshe.com/reaction/866369

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-oxo-cyclopentyl]-cis-4-heptenoic acid were dissolved in 20 ml of methanol and three 150 mg portions 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 numberUS04098815
Source datasetuspto-grants-1978_07
ORD IDord-5a64b268a1f34ddeb92ce3ce79bcc28d
Source noteuspto-grants-1978_07