1-(5-Bromo-4-chlorothiophen-2-yl)ethan-1-one → 2-Acetyl-4-chlorothiophene

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%).

1. filtrationfiltered
2. concentrationthe filtrate was concentrated
3. dissolutionThe resultant residue was dissolved in EA (100 mL)
4. washwashed with sat. NaHCO3 (40 mL) and brine (30 mL)
5. dry with materialdried over anhydrous Na2SO4
6. filtrationfiltered
7. concentrationconcentrated
8. custompurified by silica gel column chromatography (PE/EA=30/1 to 5/1)

ORD record

ord-55228a6097484136aef0b0cf4c1bfa38

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09138427B2