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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895650Generated: October 30, 2026

Benzyl Bromide → HCID 22380664, compound

https://huagongshe.com/reaction/895650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 22380755HCID 22380755—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 22380664HCID 2238066484%

Reaction Conditions

Temperature70 °C

Reaction Steps

1′-(tert-Butoxycarbonyl)-2,3-dihydro-5-methylspiro[isoquinoline-4(1H),4′-piperidin]-1-one (80.7 mg) was dissolved in toluene (1.6 ml), added with sodium hydroxide (powder, 34.2 mg), potassium carbonate (67.4 mg), tetrabutylammonium hydrogensulfate (8.3 mg) and benzyl bromide (44 μl) and stirred at 70° C. for 3 hours. The reaction mixture was added with water (2 ml) and extracted twice with dichloromethane (2 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by preparative thin layer silica gel column chromatography (developing solvent: hexane:ethyl acetate=1:5) to obtain 86 mg of the title compound. Yield: 84%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06916822B2
Source datasetuspto-grants-2005_07
ORD IDord-64c644c1418241a0b64a72a53cdd8961
Source noteuspto-grants-2005_07