HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 1-(Acetyloxy)cyclopropane-1-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 1-Hydroxy-1-cyclopropanecarboxylic acid | HCID 2733160 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Acetyloxy)cyclopropane-1-carboxylic acid | HCID 14319625 | — |
Reaction Steps
A solution of 1-hydroxy-cyclopropanecarboxylic acid (100 mg, 0.98 mmol) and pyridine (100 μL) in 3 mL of DCM is cooled to 0° C. A solution of acetyl chloride (80 μL, 1.18 mmol) in 3 mL of DCM is then added dropwise to the ice cold mixture. After the addition, the resulting mixture is stirred at room temperature for 3 h. Next, the mixture is washed with saturated NH4Cl. The aqueous phase is extracted twice with DCM. The combined organic phases are combined, dried over MgSO4, filtered, and evaporated to afford the desired product that is used as such.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09351955B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-64b511306f1943cf9783a0a11513fc53 |
| Source note | uspto-grants-2016_05 |