HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → p-Toluenesulfonic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | (trans)-2-(4-((2-Methoxyethoxy)methoxy)phenyl)cyclopropanamine | HCID 67064933 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | p-Toluenesulfonic acid | HCID 6101 | — |
| Product | rel-4-((1R,2S)-2-Aminocyclopropyl)phenol | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722743B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-e1b18015bf364c3b96c268bc4c2bcfbd |
| Source note | uspto-grants-2014_05 |