1-[2'-fluoro(1,1'-biphenyl)-4-yl]ethan-1-one synthesis
- Product Name:1-[2'-fluoro(1,1'-biphenyl)-4-yl]ethan-1-one
- CAS Number:345-55-1
- Molecular formula:C14H11FO
- Molecular Weight:214.23
Yield:345-55-1 6.2 g (58%)
Reaction Conditions:
with potassium carbonate;tetrakis(triphenylphosphine)palladium (0) in lithium hydroxide monohydrate;ethyl acetate;
Steps:
4.A Preparation of N-Methyl-2-(4-(2-fluorophenyl)phenyl)propanesulfonamide
A. 4-(2-fluorophenyl)acetophenone To a degassed solution of 10.0 g (50.2 mmol) of 4-bromoacetophenone, 10.5 g (75.3 mmol) of 2-fluorobenzeneboronic acid and 10.4 g (75.3 mmol) of potassium carbonate was added 4.4 g (3.8 mmol) of tetrakis(triphenylphosphine)palladium(0). The mixture was heated to 100° C. for 16 hours, cooled to room temperature and diluted with 50 mL of water. The mixture was extracted three times with 100 mL each of diethyl ether and the combined organics were dried (MgSO4), filtered and concentrated in vacuo. Chromatography (600 g of silica gel, 10% ethyl acetate/hexanes) of the residue afforded 6.2 g (58%) of 4-(2-fluorophenyl)acetophenone.
References:
US6552086,2003,B1
