HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → N-(2-(6-chloropyridin-3-yl)propan-2-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 2-(6-Chloropyridin-3-yl)propan-2-ol | HCID 12562118 | — |
| Solvent | Ammonium Hydroxide | HCID 14923 | — |
| Product | N-(2-(6-chloropyridin-3-yl)propan-2-yl)acetamide | HCID 77231171 | 72.6% |
Reaction Steps
To a solution of 2-(6-chloropyridin-3-yl)propan-2-ol, 33-b, (10 g, 58.3 mmol) in MeCN (100 ml) was added dropwise H2SO4 (40 g, 408 mmol) at 0° C., while keeping the internal temperature below 15° C. After the addition was completed, the reaction mixture was warmed to room temperature and stirred for 24 hours. The reaction mixture was then cooled to 0° C. and diluted with NH4OH slowly. The reaction mixture was then extracted with ether (3×100 mL), dried, and concentrated. The product was purified by silica gel (DCM-DCM:MeOH=30:1) to give a white solid, 33-c, (9 g, 72.6%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079930B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-d8cd356ece584de38fd937bf06e5fb0a |
| Source note | uspto-grants-2015_07 |