Hydrochloric Acid → HCID 23215434, compound

To a solution of 1-(4-fluoromethoxy-phenyl)-ethanone (1.5 g; 8.9 mmol) in dichloromethane (30 mL) was added mCPBA (4.0 g; 17.8 mmol). The resulting mixture was stirred at room temperature for 4 h, then washed with saturated NaHCO3 (3×). The organic layer was dried over Na2SO4, concentrated under reduced pressure to give the crude material (3.77 g). The crude material (3.77 g) was dissolved in THF/MeOH/H2O (5/5/5 mL), then treated with LiOH (4.0 g; 108 mmol) at room temperature for 4 h. The reaction mixture was acidified with 2N HCl solution to pH 5. The mixture was extracted with EtOAc (3×). The organic phases were combined, dried over Na2SO4 and concentrated under reduced pressure to afford the title compound (1.3 g). This compound was used directly without further purification.

1. washwashed with saturated NaHCO3 (3×)
2. dry with materialThe organic layer was dried over Na2SO4
3. concentrationconcentrated under reduced pressure
4. customto give the crude material (3.77 g)
5. extractionThe mixture was extracted with EtOAc (3×)
6. dry with materialdried over Na2SO4
7. concentrationconcentrated under reduced pressure

ORD record

ord-2ef2da2a620f4f1e894bff39e19fa4c5

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08685990B2