HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2-[4-(Hexadecyloxy)phenoxy]-N-[2-(2-pyridinyl)ethyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Pyridineethanamine | HCID 75919 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Hexadecyloxyphenoxyacetic chloride | HCID 10431724 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[4-(Hexadecyloxy)phenoxy]-N-[2-(2-pyridinyl)ethyl]acetamide | HCID 19764678 | 79.1% |
Reaction Steps
To a 0° C. solution of 2.3 g of product from Example 87 in 50 ml of methylene chloride is added, dropwise, 0.72 g of 2-(2-aminoethyl)pyridine followed by 1.77 g of pyridine. The reaction is stirred at room temperature for 16 hours, poured into chloroform and saturated sodium bicarbonate and extracted with chloroform. The combined chloroform layers are washed with saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatography (silica gel: 75% ethyl acetate/hexane) to give 2.2 g of the desired product as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05208247 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-7054c86ec2654997a03c10b7a2e830b2 |
| Source note | uspto-grants-1993_05 |