Sodium Hydroxide → HCID 67323495, compound

Temperature

5 °C

In a 500 mL 3-neck round bottom flask equipped with reflux condenser, addition funnel, thermometer socket and magnetic bar inside was added N-[5-(5-Bromo-2-methoxybenzenesulfonyl)-2-methoxyphenyl]-2,2,2-trifluoroacetamide (18.0 grams, 38.54 mmol) in methanol (200 mL). The contents of the flask were cooled to 5° C. and 6N sodium hydroxide (3.1 grams dissolved in 12.4 mL) solution (3.1 grams, 77 mmol) was added slowly over a period of 30 minutes at 5° C. The reaction mass was bought to room temperature and refluxed the reaction mass for 3 hours at 70° C. Reaction mass was cooled to room temperature and methanol was evaporated under vacuum and the obtained residue was treated with water (50 mL) and the mass was extracted with ethyl acetate (3×100 mL). The combined organic layers were washed with brine solution and dried over anhydrous sodium sulfate. Solvent was removed under reduced pressure to obtain technical product and it was further purified by recrystallisation from methanol/n-hexane to obtain the title product. Yield: 2.85 grams

1. customIn a 500 mL 3-neck round bottom flask equipped
2. temperaturewith reflux
3. additioncondenser, addition funnel
4. customwas bought to room temperature
5. temperaturerefluxed the reaction mass for 3 hours at 70° C
6. customReaction mass
7. temperaturewas cooled to room temperature
8. custommethanol was evaporated under vacuum
9. additionthe obtained residue was treated with water (50 mL)
10. extractionthe mass was extracted with ethyl acetate (3×100 mL)
11. washThe combined organic layers were washed with brine solution
12. dry with materialdried over anhydrous sodium sulfate
13. customSolvent was removed under reduced pressure
14. customto obtain technical product and it
15. customwas further purified by recrystallisation from methanol/n-hexane

ORD record

ord-dc612d225d4743848293914ab2ac259a

Source dataset

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09018231B2