HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(3-Hydroxyphenyl)-2-hydroxyethyl-3-(3-pyridyl)-2-propenoic acid amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | trans-3-(3-Pyridyl)acrylic acid | HCID 776396 | — |
| Reactant | Benzenemethanol, alpha-(aminomethyl)-3-hydroxy-, hydrochloride (1:1) | HCID 3016408 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(3-Hydroxyphenyl)-2-hydroxyethyl-3-(3-pyridyl)-2-propenoic acid amide | HCID 86757568 | 66% |
Reaction Steps
Pivaloyl chloride (5.17 ml, 1.05 eq.) was added to a solution of trans-3-(3-pyridyl)acrylic acid (5.96 g, 40 mmol) and triethylamine (5.6 ml, 40 mmol) in dichloromethane (80 ml) and stirred at room temperature for 10 minutes. A solution of dl-α-aminomethyl-3-hydroxybenzylalcohol hydrochloride (7.58 g, 40 mmol) and triethylamine (11.1 ml, 80 mmol) in dichloromethane (80 ml) was added and stirred at room temperature for 1 hour. The precipitated crystal was collected to yield the titled compound (7.51 g, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313153B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-d7a1659b8b374b5da9ebb7985f2d5f57 |
| Source note | uspto-grants-2001_11 |