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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36870Generated: October 29, 2026

Dichloromethane → HCID 19936399, compound

https://huagongshe.com/reaction/36870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantBoron tribromideHCID 25134—
Reactant3-(4-Methoxy-benzyl)-3,4-diaza-bicyclo[4.1.0]heptan-2,5-dioneHCID 10776806—
SolventWaterHCID 962—
ProductHCID 19936399HCID 1993639929.6%

Reaction Steps

To 5 ml of methylene chloride was added 462 mg (1.87 mmol) of (±)-3-(4-methoxybenzyl)-3,4-diazabicyclo[4.1.0]heptane-2,5-dione obtained in Reference Example 19. The mixture was cooled on a dry ice/ethanol bath, and 0.1 ml (1.1 mmol) of boron tribromide was added thereto dropwise. The temperature was elevated to room temperature, and the mixture was stirred for 2 hours. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, the solvent was removed by distillation under reduced pressure, and the residue was recrystallized from ethanol/chloroform to obtain 120 mg (29.6%) of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05418232
Source datasetuspto-grants-1995_05
ORD IDord-2154e15dceea4bc7b34faa003c458041
Source noteuspto-grants-1995_05