HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Benzoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-(2-Pyrrolidin-1-ylethoxy)benzoic acid hydrochloride | HCID 13174868 | — |
| Reactant | HCID 22344169 | HCID 22344169 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzoyl chloride | HCID 7412 | — |
Reaction Steps
By converting 4-[2-(1-pyrrolidinyl)ethoxy]benzoic acid hydrochloride into the corresponding benzoyl chloride hydrochloride using thionyl chloride and catalytic DMF in refluxing dichloromethane to form the benzoyl choride, followed by acylation using AlCl3 in 1,2-dichloroethane at 0° C., the title compound was prepared from 2-(4-methoxyphenyl)benzo[b]thiophene in 59% yield as an oil following radial chromatography (SiO2; gradient of 2-5% MeOH in CH2Cl2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06271227B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-757d05879d5f4e1a8d6796239d975221 |
| Source note | uspto-grants-2001_08 |