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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460556Generated: October 29, 2026

Hydrochloric Acid → HCID 22728980, compound

https://huagongshe.com/reaction/460556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 22729028HCID 22729028—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
ProductHCID 22728980HCID 22728980—

Reaction Conditions

Temperature-78 °C

Reaction Steps

4-(Methoxymethyloxy)benzo(b)thiophene (83 g) was dissolved in THF (700 ml) and the mixture was cooled to −78° C. At this temperature, a solution (363 ml) of n-butyllithium in hexane was added dropwise. The temperature was raised to 0° C. and then cooled again to −35° C., and carbon dioxide was bubbled. After the completion of the reaction, the reaction mixture was poured into water, and in the presence of ice, hydrochloric acid was added to adjust its pH to 1 and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and after filtration, the solvent was evaporated under reduced pressure to give the title compound (80 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196199B2
Source datasetuspto-grants-2007_03
ORD IDord-413ed8c7ed2c4d59bcc22ec4097268b1
Source noteuspto-grants-2007_03