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-9d54ae62330e49b2b70437df51875b52

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09180119B2