HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3-(4-Chlorocarbonylbicyclo[2.2.2]oct-1-yl)propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-(2-Methoxycarbonylethyl)bicyclo[2.2.2]octane-1-carboxylic acid | HCID 16656424 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(4-Chlorocarbonylbicyclo[2.2.2]oct-1-yl)propionic acid methyl ester | HCID 86608972 | — |
Reaction Steps
Oxalyl chloride (794 mg, 6.25° mmol) in methylene chloride (5 ml) plus a drop of DMF is slowly added to a mixture of 4-(2-Methoxycarbonylethyl)-bicyclo[2.2.2]octane 1-carboxylic acid (XXI, Example 96, 1.2 g, 5 mmol) in methylene chloride (20 ml). The reaction mixture is stirred for 2 hr and concentrated to give the title compound, NMR (400 MHz, CDCl3) δ3.66, 2.29, 1.95, 1.54 and 1.46.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07579354B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-7283f0794aaa4cd99a7e92983ee4c03d |
| Source note | uspto-grants-2009_08 |