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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023819Generated: October 30, 2026

Water → p-Toluenesulfonic acid

https://huagongshe.com/reaction/1023819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant(trans)-2-(4-((2-Methoxyethoxy)methoxy)phenyl)cyclopropanamineHCID 67064933—
SolventEthanolHCID 702—
Productp-Toluenesulfonic acidHCID 6101—
Productrel-4-((1R,2S)-2-Aminocyclopropyl)phenolHCID 128670—

Reaction Steps

A solution of (trans)-2-(4-((2-methoxyethoxy)methoxy)phenyl)cyclopropanamine (Intermediate L, 62 mg, 0.26 mmol) and p-TsOH.H2O (60 mg, 0.31 mmol) in EtOH (5 mL) was heated at 75° C. for 2 h. The pH of the reaction was adjusted to 7 with NaOH (10% aqueous solution), the mixture was poured into water (10 mL) and extracted with EtOAc (4×10 mL). The organic layer was washed with brine (10 mL), dried over anhydrous Na2SO4 and filtered. After removal of the solvent a brownish residue was obtained (44 mg, 4-((trans)-2-aminocyclopropyl)phenol contaminated with p-TsOH) that was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722743B2
Source datasetuspto-grants-2014_05
ORD IDord-e1b18015bf364c3b96c268bc4c2bcfbd
Source noteuspto-grants-2014_05