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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51769Generated: October 25, 2026

Hydrochloric Acid → 1-(4-Bromophenyl)cyclopropanamine

https://huagongshe.com/reaction/51769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butyl (1-(4-bromophenyl)cyclopropyl)carbamateHCID 53216208—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Bromophenyl)cyclopropanamineHCID 18710195—

Reaction Conditions

Temperature35 °C

Reaction Steps

To a solution of tert-butyl [1-(4-bromophenyl)-cyclopropyl]-carbamate (Intermediate 115, 1.08 g, 3.40 mmols) in 20 mL MeOH and 20 mL THF was added 20 mL of 3M aqueous HCl. The solution was warmed to 35° C. for 3 hours and then stirred for 17 h at 25° C. The reaction was quenched by adjusting the pH of the solution to 12 with 3M aqueous NaOH. The mixture was extracted with Et2O and the combined organic layers were washed with H2O and saturated aqueous NaCl before being dried (MgSO4) and concentrated under reduced pressure. The title compound 613 mg (85%) was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713647B2
Source datasetuspto-grants-2004_03
ORD IDord-25fbc025d0b046faa72ec4a436099d9c
Source noteuspto-grants-2004_03