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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510417Generated: November 4, 2026

1-(Bromomethyl)-2,3-dichlorobenzene → 2-(2,3-Dichlorobenzyl)-3-oxobutanenitrile

https://huagongshe.com/reaction/510417

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Bromomethyl)-2,3-dichlorobenzeneHCID 2734602—
ReactantHCID 178468205HCID 178468205—
SolventDimethylformamideHCID 6228—
SolventAmmonium ChlorideHCID 25517—
Product2-(2,3-Dichlorobenzyl)-3-oxobutanenitrileHCID 71270730106.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (1-cyano-2-oxopropyl)sodium (1.28 g, 12.16 mmol) in DMF (80 mL) was added 1-(bromomethyl)-2,3-dichlorobenzene (2.043 g, 8.51 mmol) dropwise over a period of 30 min at 0° C. The mixture was stirred at 0° C. for 1 h and at room temperature for 2 h. Then this solution was diluted with saturated aq. ammonium chloride solution. The resulting solution was extracted with ethyl acetate (80 mL×3). The combined organic layers were washed with water and brine, dried over sodium sulphate, concentrated under reduced pressure to give the crude product (2.19 g, 100%), which was used for the next step without further purification. LC/MS: MS (ES+) m/e 242 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096605B2
Source datasetuspto-grants-2015_08
ORD IDord-ac37c6ea0f094817a14a9b14e3919a7e
Source noteuspto-grants-2015_08