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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046866Generated: November 2, 2026

Hydrochloric Acid → HCID 59226525, compound

https://huagongshe.com/reaction/2046866

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 numberUS08592455B2
Source datasetuspto-grants-2013_11
ORD IDord-9b1fcd83c4ac420a8c3209c6bd3784e0
Source noteuspto-grants-2013_11