HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromohexane → Ethyl 2-cyano-2-[2-methoxy-3-(o-tolylthio)phenyl]octanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromohexane | HCID 8101 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-cyano-2-[2-methoxy-3-(o-tolylthio)phenyl]acetate | HCID 20513407 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2-cyano-2-[2-methoxy-3-(o-tolylthio)phenyl]octanoate | HCID 20513448 | 100.3% |
Reaction Steps
A solution of ethyl 2-cyano-2-[2-methoxy-3-(o-tolylthio)phenyl]acetate (4 g) in dimethylformamide (5 ml) was added dropwise to a solution of sodium hydride (purity 65%, 450 mg) in dimethylformamide (20 ml) in 10 minutes at temperature below 10° C. with stirring. After stirring the mixture at the same temperature for 10 minutes, n-hexyl bromide (3.85 g) was added to the mixture and stirred at 50° C. for an hour. After evaporation, water was added to the residue, and the mixture was extracted with diethyl ether. The extract was washed with water, dried and evaporated under reduced pressure to give oily ethyl 2-cyano-2-[2-methoxy-3-(o-tolylthio)phenyl]octanoate (5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04367238 |
| Source dataset | uspto-grants-1983_01 |
| ORD ID | ord-9c484b65327e4997b896893ba695a6f2 |
| Source note | uspto-grants-1983_01 |