HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(5-Bromo-4-chlorothiophen-2-yl)ethan-1-one → 2-Acetyl-4-chlorothiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(5-Bromo-4-chlorothiophen-2-yl)ethan-1-one | HCID 46911882 | — |
| Reactant | HCID 178418247 | HCID 178418247 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Acetyl-4-chlorothiophene | HCID 11105655 | 62% |
Reaction Steps
To a solution of 28-2 (3.20 mg, 13.36 mmol) in EtOH (70 mL) was added 10% Pd/C (2.50 g) and AcONa (1.10 g, 13.36 mmol). The reaction mixture was stirred under a hydrogen atmosphere at room temperature for 3 h, filtered, and the filtrate was concentrated. The resultant residue was dissolved in EA (100 mL) washed with sat. NaHCO3 (40 mL) and brine (30 mL), dried over anhydrous Na2SO4, filtered, concentrated and purified by silica gel column chromatography (PE/EA=30/1 to 5/1) to afford 28-3 as a yellow oil (1.32 g, yield: 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09180119B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-9d54ae62330e49b2b70437df51875b52 |
| Source note | uspto-grants-2015_11 |