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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197387Generated: November 1, 2026

methyl (S)-3-hydroxyheptanoate → 3-Fluoroheptanoic acid

https://huagongshe.com/reaction/1197387

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl (S)-3-hydroxyheptanoateHCID 10419468—
Reactantmethyl (R)-3-fluoroheptanoateHCID 54466993—
Product3-Fluoroheptanoic acidHCID 19380617—

Reaction Steps

Incidentally, methyl (R)-3-fluoroheptanoate derived from methyl (S)-3-hydroxyheptanoate (98.8% ee, [α]D20 =9.07) was hydrolyzed to obtain 3-fluoroheptanoic acid, which was then reacted with R-(+)-1-(1-naphthyl)ethylamine to form a diastereomer. The resulting diastereomer was found to have an optical purity of 98.7% ee by liquid chromatography, indicating that no racemization took place at all.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05275756
Source datasetuspto-grants-1994_01
ORD IDord-dad46dc236d144e6950b921db96c05fb
Source noteuspto-grants-1994_01