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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413645Generated: October 28, 2026

Hydrochloric Acid → HCID 13685267, compound

https://huagongshe.com/reaction/413645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 86755962HCID 86755962—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 13685267HCID 1368526795%

Reaction Steps

Lithium hydroxide monohydrate (5.632 g, 134.2 mmol) was added to a stirred solution of compound 53 (2.343 g, 6.71 mmol) in 150 ml methanol and 50 ml water. THF (50 ml) was added after 20 minutes to increase solubility. The reaction mixture was stirred overnight and was then acidified with concentrated HCl. The reaction mixture was extracted five times with dichloromethane, and the combined organic layers were washed with brine and dried over MgSO4. The crude product was purified via flash chromatography over silica gel with gradual elutions from 80/10-50/50 (Hex/EtOAc). Evaporation of solvent yielded 1.567 g (95%) of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06569504B1
Source datasetuspto-grants-2003_05
ORD IDord-2908cd8b5e44478eb192851bdefa1752
Source noteuspto-grants-2003_05