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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909331Generated: October 29, 2026

Hydrochloric Acid → HCID 58026983, compound

https://huagongshe.com/reaction/909331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 58026943HCID 58026943—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58026983HCID 5802698393.2%

Reaction Steps

6-(2-Methoxy-5-phenylacetylphenyl)-5-(4-methylbenzoyloxymethyl)-2,2,4-trimethyl -1,2-dihydroquinoline (Compound No. 22, 34.0 mg. 0.0623 mmol) was dissolved in tetrahydrofuran (0.5 mL)—methanol (0.5 mL), and sodium borohydride (6.8 mg, 0.180 mmol) was added thereto, and then the reaction mixture was stirred at room temperature for 45 minutes. 1N aqueous HCl solution (0.5 mL) and ethyl acetate (50 mL) were added to the reaction mixture, the whole was washed with water (50 mL, twice) and saturated brine (50 mL) successively, dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled compound (31.8 mg) as a colorless amorphous product. (yield: 93%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017775B2
Source datasetuspto-grants-2011_09
ORD IDord-5bd9b0744a704e4e8b006438524ec50d
Source noteuspto-grants-2011_09