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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868953Generated: November 2, 2026

Bis(2-bromoethyl) ether → HCID 67099951, compound

https://huagongshe.com/reaction/1868953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(2-bromoethyl) etherHCID 21521—
ReactantSodium hydrideHCID 24758—
Reactant2,3-DifluorophenylacetonitrileHCID 518968—
SolventDiethyl EtherHCID 3283—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67099951HCID 6709995173.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of sodium hydride (2 mL, 88 mmol) in 120 mL NMP was stirred at 0° C. and treated with a mixture of bis(2-bromoethyl)ether (9 mL, 40 mmol) and 2-(2,3-difluorophenyl)acetonitrile (6.12 g, 40 mmol) in 20 mL ether. The reaction was stirred at room temperature for 4 hours, carefully quenched with 20 mL H2O, and neutralized to pH=5 with concentrated HCl. The mixture was further diluted with 200 mL water, and the precipitate was collected by filtration. The solid was redissolved in 200 mL ether, washed with 20 mL saturated NaCl, dried over anhydrous Na2SO4, and concentrated to give 6.55 g of the title compound as a white solid. MS m/e: (M+H)+ 224.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635715B2
Source datasetuspto-grants-2009_12
ORD IDord-5948b7916d384ace8ed5b70fe51c0a23
Source noteuspto-grants-2009_12