HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-(2,4-Dichlorobenzoyl)-5-(methoxycarbonyl)-2-methylbenzo[b]thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2,4-Dichlorobenzoyl chloride | HCID 66645 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 2-Methylbenzo[b]thiophene-5-carboxylic acid methyl ester | HCID 13663037 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(2,4-Dichlorobenzoyl)-5-(methoxycarbonyl)-2-methylbenzo[b]thiophene | HCID 22387763 | — |
Reaction Steps
Aluminum chloride (1.24 g, 9.3 mmol) was dispersed in methylene chloride (10 ml), and 2,4-dichlorobenzoyl chloride (0.97 g, 4.7 mmol) and then 5-(methoxycarbonyl)-2-methylbenzo[b]thiophene (0.8 g, 3.9 ml) were added thereto. The mixture was stirred at room temperature for 4 hr. The reaction mixture was poured into ice water and ethyl acetate was added. The mixture was extracted. The organic layer was washed twice with a saturated aqueous solution of sodium hydrogencarbonate and once with brine, and dried over anhydrous sodium sulfate. The desiccant was filtered off, and the filtrate was concentrated under reduced pressure to give the objective compound (1.5 g, quantitative) as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06911469B2 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-61f4f1b2cc1646ab98ceea2e055c24aa |
| Source note | uspto-grants-2005_06 |