Hydrochloric Acid → 3-(2,4-Difluorophenyl)sulfanylpropan-1-ol

1M Hydrochloric acid (170 mL) was added to a solution of 2-[3-(2,4-difluorophenyl)sulfanylpropoxy]oxane (Intermediate 26) (10.8 g, 37 mmol) in methanol (170 mL) and stirred at ambient temperature for 40 minutes. The methanol was removed under reduced pressure and the remaining aqueous phase taken to pH 6. The solution was extracted with ethyl acetate (3×50 mL) and the combined organics washed with brine (50 mL), dried (MgSO4) and the solvent removed under reduced pressure to afford the product (7.5 g, 99%). 1H NMR δ (400 MHz, CDCl3): 1.38 (t, 1H), 1.83 (quintet, 2H), 2.97 (t, 2H), 3.77 (q, 2H), 6.81-6.87 (m, 2H), 7.38-7.45 (m, 1H).

1. customThe methanol was removed under reduced pressure
2. extractionThe solution was extracted with ethyl acetate (3×50 mL)
3. washthe combined organics washed with brine (50 mL)
4. dry with materialdried (MgSO4)
5. customthe solvent removed under reduced pressure

ORD record

ord-7838517c257f43efac0eda19954ef813

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07902200B2