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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1636594Generated: November 3, 2026

Hydrochloric Acid → HCID 10861106, compound

https://huagongshe.com/reaction/1636594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantN,N-DiethylanilineHCID 7061—
ReactantEthyl AcetateHCID 8857—
ReactantN-[2-[(1S)-5-Bromo-2,3-dihydro-6-(2-propen-1-yloxy)-1H-inden-1-yl]ethyl]propanamideHCID 10871865—
ProductHCID 10861106HCID 1086110680%

Reaction Conditions

Temperature202.5 °C

Reaction Steps

A suspension of (S)-N-[2-(6-allyloxy-5-bromoindan-1-yl)ethyl]propionamide (50.75 g, 144 mmol.) in N,N-diethylaniline (150 mL) was stirred for 2.5 hours at 200-205° C. under argon atmosphere. The reaction mixture was cooled, followed by distilling off N,N-diethylaniline under reduced pressure to leave an oily residue. To the residue were added water (50 mL), 2N HCl (50 mL) and ethyl acetate (100 mL). The mixture was subjected to extraction twice to extract the organic matter. The extract solution was washed with a saturated aqueous saline solution and water, which was then dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue was purified by means of silica gel column chromatography (ethyl acetate:hexane=7:3) to afford the title compound (yield 40.6 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06034239
Source datasetuspto-grants-2000_03
ORD IDord-5fcc2ba1537b4dffa5ae4850320b49ce
Source noteuspto-grants-2000_03