Ammonium Chloride → 1-(3-Fluorophenyl)butan-1-one

Temperature

-10 °C

To a solution of 3-fluoro-N-methoxy-N-methylbenzamide (130 mg, 0.71 mmol) in dry THF (2 mL) cooled to −10° C. was added propyl magnesium chloride (532 μl, 2M solution in ether, 1.1 mmol) under nitrogen. The solution was stirred at −10° C. for 1 h and at room temperature for 75 min. The solution was the poured into saturated aqueous ammonium chloride and the product extracted into ethyl acetate (3×25 mL). The organic layers were combined, washed with brine, dried (MgSO4) and concentrated to give a pale yellow oil, which was purified by chromatography using ethyl acetate-hexane (1:9) to separate the pure product (78 mg, 66%).

1. extractionthe product extracted into ethyl acetate (3×25 mL)
2. washwashed with brine
3. dry with materialdried (MgSO4)
4. concentrationconcentrated
5. customto give a pale yellow oil, which
6. customwas purified by chromatography
7. customto separate the pure product (78 mg, 66%)

ORD record

ord-b68524f072214e3f94a40a110b4d9090

Source dataset

uspto-grants-2011_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08084456B2