Trifluoroacetic acid → 2,5-Dimethyl-3-sulfanylphenol

Temperature

0 °C

To a mixture of 3-((4-methoxybenzyl)sulfanyl)-2,5-dimethylphenyl acetate (509.1 mg) and anisole (1.5 mL) was added TFA (5.0 mL) at 0° C. The mixture was stirred at 0° C. for 1 h and warmed to room temperature. Then the mixture was stirred at room temperature for 4 h. The mixture was concentrated. The residue was neutralized with 1N NaOH, and the mixture was extracted with EtOAc. The aqueous layer was acidified with 1N HCl and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (128 mg).

1. temperaturewarmed to room temperature
2. stirringThen the mixture was stirred at room temperature for 4 h
3. concentrationThe mixture was concentrated
4. extractionthe mixture was extracted with EtOAc
5. extractionextracted with EtOAc
6. washThe organic layer was washed with brine
7. dry with materialdried over MgSO4
8. concentrationconcentrated in vacuo
9. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)

ORD record

ord-1a767f0097164d47822c7217c50f571c

Source dataset

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09238639B2