HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxyphenol → 5,6-Dimethoxy-3-(4-methoxyphenoxy)benzo[b]thiophene-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxyphenol | HCID 9015 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Chloro-5,6-dimethoxy-benzo[b]thiophene-2-carbaldehyde | HCID 11780150 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5,6-Dimethoxy-3-(4-methoxyphenoxy)benzo[b]thiophene-2-carbaldehyde | HCID 11089215 | — |
Reaction Steps
1.1 equivalents of sodium hydride and then 0.033 mol of the product obtained in Step D are added at room temperature and under an inert atmosphere to a solution of 0.036 mol of 4-methoxyphenol in 250 ml of dimethylformamide. After 12 hours' reaction, the reaction mixture is concentrated under reduced pressure. The residue is then diluted in ethyl acetate, washed with water and then with an aqueous NaCl solution, dried over calcium sulphate, filtered and concentrated under reduced pressure. Chromatography over silica gel (dichloromethane/ethyl acetate: 98/2) enables 8.6 g of the expected product to be isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06048875 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-af71c7c070464d8989fd0df29414dfce |
| Source note | uspto-grants-2000_04 |