Ammonium Chloride → HCID 66852836, compound

Under argon atmosphere, a 3 M solution of ethylmagnesium bromide in diethyl ether was added dropwise to THF (25 mL) with ice cooling. To this solution, a solution of 6-chloronaphthalene-2-thiol (5.0 g) in THF (50 mL) was added dropwise at 0C, and the mixture was mixed at room temperature for 30 minutes. To this solution, a solution of methyl (2R)-oxirane-2-carboxylate (2.3 mL) in THF (15 mL) was added dropwise, and the reaction solution was mixed at room temperature for 3 hours. To the reaction solution, an aqueous ammonium chloride solution (50 mL) was added, and the mixture was extracted with ethyl acetate (100 mL). The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from hexane/ethyl acetate (3:1) to give the title compound (5.9 g, 77%) as colorless needle-shaped crystals.

1. additionthe mixture was mixed at room temperature for 30 minutes
2. additionthe reaction solution was mixed at room temperature for 3 hours
3. extractionthe mixture was extracted with ethyl acetate (100 mL)
4. washThe extract was washed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationconcentrated under reduced pressure
7. customThe residue was recrystallized from hexane/ethyl acetate (3:1)

ORD record

ord-7fed1efc7429455cb84ab502c144dc5c

Source dataset

uspto-grants-2009_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07534887B2