Ammonium Chloride → HCID 59750845, compound

Temperature

-78 °C

Under an argon atmosphere and at −78° C., n-butyl lithium (a 1.57M hexane solution, 3.52 ml) was added to a dimethoxyethane solution (30 ml) of the 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (1.52 g, 5.02 mmol) obtained in Example 5. The temperature of the reaction mixture was elevated to room temperature, at which stirring was conducted for 15 minutes. After cooling the reaction mixture to −78° C., 4-chloro-1-iodobutane (672 μl, 5.52 mmol) was added thereto and the mixture was stirred at room temperature for 24 hours. A saturated ammonium chloride solution was added to the reaction mixture, followed by extraction with diethyl ether. The extracts were combined, washed successively with water, a saturated aqueous solution of sodium thiosulfate and brine, dried over MgSO4, and then distilled under reduced pressure to remove the solvent. The residue thus obtained was recrystallized from hexane, whereby the title compound (1.64 g, 83%) was obtained as colorless needle crystals.

1. customwas elevated to room temperature, at which
2. stirringthe mixture was stirred at room temperature for 24 hours
3. extractionfollowed by extraction with diethyl ether
4. washwashed successively with water
5. dry with materiala saturated aqueous solution of sodium thiosulfate and brine, dried over MgSO4
6. distillationdistilled under reduced pressure
7. customto remove the solvent
8. customThe residue thus obtained
9. customwas recrystallized from hexane, whereby the title compound (1.64 g, 83%)
10. customwas obtained as colorless needle crystals

ORD record

ord-3b6b1f5a8211415db1c82880177b61a7

Source dataset

uspto-grants-2008_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07399775B2