HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Formyl-4-(2-n-propoxy-3,5-di-iso-propylphenyl)-benzo[b]thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Propoxy-3,5-diisopropyl-phenylboronic acid | HCID 12144012 | — |
| Reactant | 4-Iodobenzo[b]thiophene-2-carbaldehyde | HCID 17952739 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Formyl-4-(2-n-propoxy-3,5-di-iso-propylphenyl)-benzo[b]thiophene | HCID 17952728 | — |
Reaction Steps
A mixture of 1.08 mmol of 3,5-di-iso-propyl-2-n-propoxy phenylboronic acid, 1.62 mmol of 2-formyl-4-iodo-benzo[b]thiophene and 62 mg (0.05 mmol) of Pd(PPh3)4, 1 mL of 2N aqueous sodium carbonate in 9 mL of toluene and 4 mL ethanol was heated to reflux. After complexion (TLC), water was added and the solution was extracted with ethyl acetate. The organic layer is dried over MgSO4 and after evaporation of the solvents, the crude oil was purified over a short silica plug (eluent: 10/90=ethyl acetate/hexane) to afford 2-formyl-4-(2-n-propoxy-3,5-di-iso-propylphenyl)-benzo[b]thiophene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348359B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-5e477481735643e1bd91f29fee2299ba |
| Source note | uspto-grants-2008_03 |