HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanethiol → 2-(4-Hydroxyphenyl)benzo[b]thiophen-3-yl 4-[2-(1-Pyrrolidinyl)ethoxy]phenyl Ketone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Dimethyl Ether | HCID 8254 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 2-(4-Methoxyphenyl)benzo[b]thiophen-3-yl 4-[2-(1-Pyrrolidinyl)ethoxy]phenyl Ketone | HCID 9804162 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | 2-(4-Hydroxyphenyl)benzo[b]thiophen-3-yl 4-[2-(1-Pyrrolidinyl)ethoxy]phenyl Ketone | HCID 18357225 | 33% |
Reaction Steps
By cleaving the methyl ether of 2-(4-methoxyphenyl)-benzo[b]thiophen-3-yl 4-[2-(1-pyrrolidinyl)ethoxy]phenyl ketone using AlCl3 (about 8 eq) and EtSH (about 10 eq) in dichloroethane at 0° C., the title compound was obtained in 33% yield as an oil following radial chromatography (SiO2; gradient of 2-10% MeOH in CH2Cl2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06271227B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-96ebf036b74047f8ac2332bdf1d15fb2 |
| Source note | uspto-grants-2001_08 |