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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179271Generated: October 29, 2026

p-Bromochlorobenzene → HCID 10130354, compound

https://huagongshe.com/reaction/2179271

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-BromochlorobenzeneHCID 7806—
ReactantPiperidineHCID 8082—
ReactantDodecaneHCID 8182—
ReactantAmmonium HydroxideHCID 14923—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantDiethylsalicylamideHCID 88006—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 10130354HCID 10130354—

Reaction Conditions

Temperature90 °C

Reaction Steps

CuI (10 mg, 0.05 mmol), N,N-diethylsalicylamide (39 mg, 0.20 mmol), 4-bromochlorobenzene (191 mg, 1.0 mmol) and K3PO4 (425 mg, 2.0 mmol) were put into a screw-capped test tube with a Teflon-lined septum. The tube was then evacuated and backfilled with argon (3 cycles). Piperidine (148 μL, 1.5 mmol) and DMF (0.5 mL) were added by syringes. The reaction mixture was stirred at 90° C. for 20 h. The reaction mixture was allowed to reach room temperature. Ethyl acetate (˜2 mL), water (˜10 mL), ammonium hydroxide (˜0.5 mL) and dodecane (227 μL) were added. The organic phase was analyzed by GC and GC-MS. A 75% conversion of 4-bromochlorobenzene and 29% calibrated GC yield was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067955B2
Source datasetuspto-grants-2015_06
ORD IDord-31dc036cba8943d79d194f99b6592749
Source noteuspto-grants-2015_06