Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798166Generated: October 30, 2026

Water → HCID 58292591, compound

https://huagongshe.com/reaction/1798166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-4-nitropyridine 1-oxideHCID 84433—
ReactantEthyl 2-(1,6-dihydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetateHCID 58292549—
SolventDimethylformamideHCID 6228—
ProductHCID 58292591HCID 5829259129%

Reaction Steps

(1,6-dihydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-acetic acid ethyl ester (2 g, 8 mmol), 2-chloro-4-nitro-pyridine oxide (2.2 g, 12 mmol) and Cs2CO3 (5.7 g, 18 mmol) were mixed in DMF (50 mL) and stirred at room temperature for 1 h. Water was added and the reaction mixture was adjusted to pH 3. The reaction mixture was extracted with ethyl acetate. The organic layers were concentrated to give a residue. The residue was purified by flash column chromatography (dichloromethane:methanol=15:1) to give the title compound (0.77 g, 29%) as a brown solid. MS found (electrospray): (M+H)+=389.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343944B2
Source datasetuspto-grants-2013_01
ORD IDord-dff1f47aad6344ce84df5e44fb5e0920
Source noteuspto-grants-2013_01