HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 205312-69-2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | 4-(Aminomethyl)Benzoic Acid | HCID 65526 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 205312-69-2 | HCID 24707669 | 10.3% |
Reaction Steps
To a stirred solution of 4-aminomethyl benzoic acid (5 g, 33.0 mmol) and pyridine (1.5 mL) in DMF (35 mL) was added acryloyl chloride (2.97 g, 33.0 mmol) at 0° C. dropwise. The reaction mixture was allowed to come to room temperature and stirred further for 4 days. After that it was poured in water (100 mL) and stirred for 15 min and then extracted with EtOAc (3×150 mL). The combined organic extract was washed with brine (50 mL), dried over Na2SO4 and concentrated under reduced pressure to give crude product. Column chromatography (silica, 230-400, mixtures of CHCl3/MeOH) provided the desired product (0.7 g, 9.95%) as a white solid which was used for next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067929B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-e81cf460c33a453c8e006c59961d04ff |
| Source note | uspto-grants-2015_06 |