HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(3-Chlorophenyl)cyclopropanecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl (1R,2R)-2-(3-chlorophenyl)cyclopropane-1-carboxylate | HCID 11183432 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(3-Chlorophenyl)cyclopropanecarboxylic acid | HCID 23423018 | 78% |
Reaction Steps
The crude cyclopropanated ester from above (1.09 g, 5.17 mmol) was dissolved in 30 mL MeOH and treated with 15 mL of 2 M aqueous NaOH solution. The mixture was stirred at room temperature for 2 h. It was then placed on a rotary evaporator to remove the MeOH. The remaining solution was diluted with water (30 mL), washed with ether (15 mL), then acidified with 5 M aqueous HCl solution. The product was extracted with ether (3×40 mL) and the combined organics were washed with brine and dried (MgSO4). After filtration, the solvents were removed in vacuo to afford 792 mg of 2-(3-chlorophenyl)-cyclopropanecarboxylic acid as a white solid (4.03 mmol, 78% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06720321B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-f17b774645db46778359a70c96a145ab |
| Source note | uspto-grants-2004_04 |