HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 57656007, compound → HCID 66706909, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 57656007 | HCID 57656007 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 66706909 | HCID 66706909 | — |
Reaction Steps
Combine 6-bromo-3-phenylbenzothiophene (0.5 g, 1.73 mmol) and copper cyanide (0.56 g, 6.23 mmol) and reflux 3 h in 1-methyl-2-pyrrolidinone (1.73 mL). Add ferric chloride (2.11 g, 7.79 mmol) in concentrated HCl (1.73 mL) and stir 1.5 h. Cool the mixture and partition between diethyl ether and brine. Dry the organic layer over Na2SO4, filter and evaporate onto silica gel. Purify the residue by chromatography on silica gel eluting with hexane/EtOAc (1:0 to 3:2 gradient) to give the desired intermediate that is used without further-purification (0.27 g, 67%). MS (GCMS) m/z: 235 M+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022062B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-329a2e0548874fa38b30541aec344e2f |
| Source note | uspto-grants-2011_09 |