HuagongsheHuagongshe Chemistry Print Report · For research reference only
Octanoyl chloride → HCID 66591604, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Octanoyl chloride | HCID 8124 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 66591263 | HCID 66591263 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 66591604 | HCID 66591604 | 81% |
Reaction Steps
1.07 g of methyl 3-[3-butoxy-4-(5-methylaminomethylthiophen-3-yl)phenyl]propionate are dissolved in 20 mL of dichloromethane, and 1.25 mL of triethylamine are added, along with 36 mg of dimethylaminopyridine. 318 mg of octanoyl chloride are added. The reaction mixture is stirred for 12 hours at room temperature. After hydrolyzing the reaction with sodium hydrogen carbonate solution and then extracting with ethyl acetate and evaporating off the solvents, a crude product is obtained, which is chromatographed on silica gel (eluent=7/3 heptane/ethyl acetate). 432 mg of methyl 3-(3-butoxy-4-{5-[(methyloctanoylamino)methyl]thiophen-3-yl}phenyl)propionate are obtained. Yield=81%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513297B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-6328a17bc68f4ccb98e6c7960facfa4e |
| Source note | uspto-grants-2013_08 |