HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(N,N-diethylaminopropoxy)butyranilide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 4'-Hydroxybutyranilide | HCID 66874 | — |
| Reactant | Diethylamino-propanol | HCID 5256659 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(N,N-diethylaminopropoxy)butyranilide | HCID 68430166 | 95.8% |
Reaction Steps
Mesyl Chloride (6.0 mmol) was added dropwise at 0° C. to a stirred solution of N,N-diethylaminopropanol (6.0 mmol), TEA (6.0 mmol) in anhydrous DCM (6 mL), and the mixture was stirred at the same temperature for 10 min, and at room temperature for additional 1 h. After the removal of the solvent in vacuo, the solid residue was mixed with 4-butyramidophenol (5.0 mmol), and K2CO3 (10 mmol) in anhydrous DMF (10 mL), following general procedure B. The crude product is purified using silica gel column chromatography 5% MeOH/DCM as eluent to yield 4-(N,N-diethylaminopropoxy)butyranilide (1.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07423177B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-955a88f5c99c4573aeed67c119de73a3 |
| Source note | uspto-grants-2008_09 |