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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192638Generated: November 2, 2026

Hydrochloric Acid → HCID 59226525, compound

https://huagongshe.com/reaction/2192638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 59226529HCID 59226529—
SolventMeOH tetrahydrofuranHCID 21899815—
ProductHCID 59226525HCID 5922652582%

Reaction Steps

To a solution of methyl 6-(4-(tert-butyldimethylsilyloxy)cyclohexyl)-5-fluoropicolinate (1.0 equiv.) in THF/MeOH (2:1, 0.09 M) was added LiOH (1.5 equiv.). The reaction mixture was stirred overnight at room temperature, then 1N HCl and ethyl acetate were added, the organic phase was washed with brine, dried over magnesium sulfate, filtered and concentrated to give 6-(4-(tert-butyldimethylsilyloxy)cyclohexyl)-5-fluoropicolinic acid as a mixture of isomers (3:1) in 82% yield. LC/MS=354.2 (M+H), Rt=1.38 and 1.41 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329732B2
Source datasetuspto-grants-2012_12
ORD IDord-ae7beda0b06841528cb750eb1411d22e
Source noteuspto-grants-2012_12