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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453773Generated: October 29, 2026

Water → 1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidine-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/453773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Bromomethyl-1,4-benzodioxaneHCID 98333—
ReactantEthyl nipecotateHCID 98969—
SolventDimethylformamideHCID 6228—
Product1-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)piperidine-3-carboxylic acid ethyl esterHCID 25175498—

Reaction Steps

To a mixture of 2-bromomethyl-2,3-dihydrobenzo[1,4]dioxine (3.0 g, 13.09 mmol) and ethyl nipecotate (2.65 ml, 17.02 mmol) in DMF (15 ml) was added DIPEA (7.5 ml). The reaction mixture was irradiated in the microwave reactor at 110° C. for 3 min. Water (20 ml) was then added. The reaction mixture was extracted with DCM (3×20 ml). The combined organic phases were dried over Na2SO4, filtered and evaporated to give the crude title compound, which was purified by column chromatography (DCM/MeOH, 95:5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492549B2
Source datasetuspto-grants-2013_07
ORD IDord-5417456f581d4388a14f61f275015e65
Source noteuspto-grants-2013_07