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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366058Generated: November 4, 2026

Water → HCID 66726901, compound

https://huagongshe.com/reaction/2366058

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 numberUS08697723B2
Source datasetuspto-grants-2014_04
ORD IDord-244c7f94533e4f6388d9eee9521b4b7f
Source noteuspto-grants-2014_04