HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl 1-(4-methoxyphenyl)-cyclopropanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-(4-Methoxyphenyl)cyclopropane-1-carboxylic acid | HCID 85575 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 1-(4-methoxyphenyl)-cyclopropanecarboxylate | HCID 13707544 | 99% |
Reaction Steps
1-(4-Methoxyphenyl)cyclopropanecarboxylic acid (0.970 g, 5.05 mmol) in dichloromethane (DCM; 5 mL) was mixed with oxalyl chloride (1.28 mL, 15.1 mmol) followed by addition of a drop of N,N-dimethylformamide (DMF; 20 μL). The mixture was stirred at room temperature (RT) for 2 h. The solvent was evaporated. The residue was co-evaporated with toluene (2×), and dissolved in DCM (10 mL). The solution was cooled at −10° C., and then methanol (3 mL) was carefully added to the solution. The resulting mixture was allowed to warm to RT. The volatiles were evaporated under reduced pressure to afford the desired product (1.03 g, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07683060B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-c0005e9b31e344cba9d0409206e442c1 |
| Source note | uspto-grants-2010_03 |