HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → HCID 53681800, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | HCID 15322109 | HCID 15322109 | — |
| Catalyst | Silver trifluoroacetate | HCID 76299 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53681800 | HCID 53681800 | — |
Reaction Steps
4(3-methoxyphenyl)butyric acid ethyl ester is iodinated with iodine and silver trifluoroacetate in methylene chloride to give 4(6-iodo-3-methoxyphenyl)butyric acid ethyl ester. This compound is heated at 80° C. with methylthiolithium in dimethylformamide in the presence of CuO. The resulting product is hydrolyzed with NaOH to give 4(6-methylthio-3-methoxyphenyl)butyric acid, which is cyclyzed with polyphosphoric acid to obtain 5-methylthio-8-methoxy-1,2,3,4-tetrahydro-1-naphthalenone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04473586 |
| Source dataset | uspto-grants-1984_09 |
| ORD ID | ord-27fc026269314bc09e7a35095b5a4c17 |
| Source note | uspto-grants-1984_09 |