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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070541Generated: October 30, 2026

Hydrochloric Acid → HCID 25255736, compound

https://huagongshe.com/reaction/2070541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 57771576HCID 57771576—
SolventMethanolHCID 887—
ProductHCID 25255736HCID 2525573697.5%

Reaction Steps

To a solution of (S)-3-[4-(spiro[5.5]undec-2-en-2-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester (0.82 g) obtained in Step 8 in a mixed solvent of tetrahydrofuran (4 mL)-methanol (4 mL) was added 2N aqueous sodium hydroxide solution (2 mL), followed by stirring the reaction mixture at room temperature for 14 hours. Then, after addition of 1N aqueous hydrochloric acid solution, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane (volume ratio)=1:1) to give (S)-3-[4-(spiro[5.5]undec-2-en-2-ylmethoxy)-phenyl]-hex-4-ynoic acid (0.77 g) as the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299296B2
Source datasetuspto-grants-2012_10
ORD IDord-275ef5d8152a4fab9cb5423b39ef42fb
Source noteuspto-grants-2012_10