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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453849Generated: October 29, 2026

Water → HCID 66726901, compound

https://huagongshe.com/reaction/453849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 12937951HCID 12937951—
ReactantHCID 86644730HCID 86644730—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
SolventEthylacetate heptaneHCID 21899848—
ProductHCID 66726901HCID 66726901—

Reaction Steps

Methanesulfonic acid (R)-7-nitro-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl ester (0.98 mmol, 0.28 g) was dissolved in the mixture of DMF (2.8 ml) and acetonitrile (2.8 ml). NaHCO3 (2.92 mmol, 0.25 g) and (R*)-3-(piperidin-3-yl)phenol hydrochloride was added. The mixture was refluxed 4 h and after cooling water (15 ml) was added. The water phase was extracted twice with ethyl acetate and washed with water and brine. Evaporation to dryness gave 0.36 g of the crude product. Flash chromatography, using heptane/EtOAc as eluent and crystallisation (CHCl3) gave 83 mg of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492549B2
Source datasetuspto-grants-2013_07
ORD IDord-0fd44bb9bb8341f69dc67a8f001cf456
Source noteuspto-grants-2013_07