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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1765449Generated: October 31, 2026

2-(3-Bromophenyl)-1,3-dioxolane → HCID 11772109, compound

https://huagongshe.com/reaction/1765449

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(3-Bromophenyl)-1,3-dioxolaneHCID 87306—
Reactant1-Benzyl-4-piperidylamineHCID 415852—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 11772109HCID 1177210991%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a dry flask containing 2-(3-bromophenyl)-1,3-dioxaolane (1.0 mL; 1.0 eq) and amine 6, (1.6 mL; 1.2 eq) in dry toluene (20 mL) was added BINAP (124 mg; 0.03 eq), palladium acetate (30 mg; 0.02 eq) and sodium tert-butoxide (0.89 g; 1.4 eq). The reaction was heated to 80° C. under nitrogen. After 2 hours the solution was cooled, diluted with ethyl acetate and washed with one portion water. The organics were dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography, eluting with 5% methanol in dichloromethane. An orange oil was obtained (2.035 g; 91% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07226933B2
Source datasetuspto-grants-2007_06
ORD IDord-d842f169ed3d40c983a66c01fff306ef
Source noteuspto-grants-2007_06