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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011215Generated: October 25, 2026

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

https://huagongshe.com/reaction/1011215

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 (13.9 mmol) of borane-THF complex (1 M) are provided with ice cooling. Slowly a solution of 604 mg (2.8 mmol) 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. For the work up, the solution is rendered alkaline with 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 (450 mg, about 73% pure) is reacted further without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977349B2
Source datasetuspto-grants-2011_07
ORD IDord-97c2bf116a88454bacd6d5bfad9720cd
Source noteuspto-grants-2011_07