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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2253357Generated: November 1, 2026

Hydrochloric Acid → HCID 23567950, compound

https://huagongshe.com/reaction/2253357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-Phenethylamine, (-)-HCID 75818—
ReactantHCID 9924988HCID 9924988—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 23567950HCID 2356795096%

Reaction Conditions

Temperature100 °C

Reaction Steps

Under a nitrogen atmosphere, to toluene (10 mL) were added 5-bromo-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran (2 g) and (S)-(−)-1-phenylethylamine (0.94 g), then palladium acetate (5 mg) and (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-dinaphthyl (41.6 mg), and further sodium tert-butoxide (0.86 g). The mixture was stirred at 100° C. for 6 hours. Diluted hydrochloric acid was added to the reaction solution. The organic layer was washed with a 10% aqueous solution of sodium chloride and concentrated under reduced pressure. The residue was subjected silica gel column chromatography, which was eluted with ethyl acetate-n-hexane [1:19], to obtain the title compound (2.13 g, 96.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07323577B2
Source datasetuspto-grants-2008_01
ORD IDord-f2d62535755044558c0ee9002aff885b
Source noteuspto-grants-2008_01