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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175172Generated: November 2, 2026

Water → HCID 59558703, compound

https://huagongshe.com/reaction/1175172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBis(2-bromoethyl) etherHCID 21521—
Reactant5-Bromo-2-hydroxybenzonitrileHCID 2757014—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59558703HCID 59558703—

Reaction Steps

5-Bromo-2-hydroxy-benzonitrile (5.4 g, 27.0 mmol), 2-bromoethylether (2.76 ml, 29.7 mmol) and K2CO3 (4.5 g, 32.4 mmol) are mixed in 50 ml DMF. The reaction mixture is stirred at 50 C overnight. Addition of water and extraction into ethylacetate yields the title compound which is further purified by tituration with ether/hexanes. 1H-NMR (400 MHz; DMSO-d6): 7.99 (d, 1H), 7.82 (dd, 1H), 7.23 (d, 1H), 4.27 (t, 2H), 3.69 (t, 2H), 3.33 (s, 3H). LC-MS (m/z, ES+): 273 (M+NH4+), retention time: 2.77 mins (LC-MS method 3)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838674B2
Source datasetuspto-grants-2010_11
ORD IDord-bddcd21414fd40cd8e8678834e71b3d6
Source noteuspto-grants-2010_11