HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Phenoxy propargyl amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,4-Dimethoxyphenol | HCID 16251 | — |
| Reactant | 4-[[4-(3,4-dimethoxyphenoxy)phenyl] sulfonyl]-N-hydroxy-1-(2-propynyl)-4-piperidinecarboxamide, monohydrochloride | HCID 131723836 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Phenoxy propargyl amine | HCID 22485267 | 90.9% |
Reaction Steps
Part C: To a solution of the propargyl amine of part B (8 g, 22.63 mmol) and powdered K2CO3 (8.8 g, 56.6 mmol) in N,N-dimethylformamide (150 mL) was added 3,4-dimethoxyphenol (6.98 g, 45 mmol) at ambient temperature. The composition was heated to 90 degrees Celsius for 36 hours. The solution was concentrated under high vacuum and the residue was dissolved in ethyl acetate. The organic layer was washed with 1N NaOH, H2O and dried over MgSO4. Chromatography (on silica, ethyl acetate/hexane) provided phenoxy propargyl amine as light yellow gel (10 g, 90.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06541489B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-77308a54d81f4725b6297daf787a423a |
| Source note | uspto-grants-2003_04 |