HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium bisulfate → 1-(2-Chloropyridin-4-yl)ethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | 2-Chloro-N-methoxy-N-methylisonicotinamide | HCID 18506894 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-Chloropyridin-4-yl)ethan-1-one | HCID 13145255 | — |
Reaction Steps
To methylmagnesium bromide (30 mL of 3.0 M in THF) was added a solution of 2-chloro-4-(N-methyl-N-methoxycarbamoyl)pyridine (6.0 g, 0.03 mol) in 20 mL of THF at 0 C. The reaction mixture was stirred overnight while allowing to warm up to room temperature. A solution of potassium hydrogensulfate (12 g) in 300 mL of water was added and the aqueous phase was extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and filtered. The filtrate was concentrated 4.0 g (86%) of product as a yellow oil. This was used in next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06509361B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-c55721e99f964473b149231d6b58e39e |
| Source note | uspto-grants-2003_01 |