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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402925Generated: October 27, 2026

Acetic Acid → methyl fluoro[(1S,5S)-5-hydroxycyclopent-2-en-1-yl]acetate

https://huagongshe.com/reaction/402925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium ChlorideHCID 5234—
Reactantdimethyl fluoro[(1R,5R)-5-hydroxycyclopent-2-en-1-yl]propanedioateHCID 44539493—
Reactantdimethyl fluoro[(1S,5S)-5-hydroxycyclopent-2-en-1-yl]propanedioateHCID 44539494—
ReactantMethyl fluoro[(1R,5R)-5-hydroxycyclopent-2-en-1-yl]acetateHCID 59434306—
SolventDimethyl SulfoxideHCID 679—
Productmethyl fluoro[(1S,5S)-5-hydroxycyclopent-2-en-1-yl]acetateHCID 58193987—

Reaction Conditions

Temperature115 °C

Reaction Steps

1 mL of dimethyl sulfoxide, 0.073 g (1.25 mmol) of sodium chloride, and 0.061 g (1.00 mmol) of acetic acid were added to 0.232 g (1.00 mmol) of a mixture of the compound of the formula 8a and the compound of the formula 8b, and the mixture was heated and stirred at 110 to 120° C. for 5 hours. After allowing it to cool, analysis was carried out using a high-performance liquid chromatography, and it was found that 0.146 g (the value quantitatively determined by high performance liquid chromatography) of a mixture of the compound of the formula 9a and the compound of the formula 9b was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742161B2
Source datasetuspto-grants-2014_06
ORD IDord-cd21a82cfaa54b119cecfa15f0621d20
Source noteuspto-grants-2014_06