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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099311Generated: October 26, 2026

Hydrochloric Acid → (2-Bromo-4-chlorophenyl)methanamine

https://huagongshe.com/reaction/2099311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant2-Bromo-4-chlorobenzonitrileHCID 23498524—
SolventTetrahydrofuranHCID 8028—
Product(2-Bromo-4-chlorophenyl)methanamineHCID 57794106—

Reaction Steps

13.9 ml of borane-THF complex are provided with ice cooling. Slowly a solution of 2.0 g of 2-bromo-4-chlorobenzonitrile (Example 1A) in 60 ml of THF is added. Thereafter the reaction mixture is heated under reflux for 1 h, cooled, and 20 ml of 1N hydrochloric acid are added dropwise, with ice cooling. The mixture is heated under reflux for 1 h and allowed to cool. For the work-up, the solution is rendered alkaline using a 1N sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product is reacted further without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569563B2
Source datasetuspto-grants-2009_08
ORD IDord-17fc614e8a3c410eb695b0d8706e5185
Source noteuspto-grants-2009_08