Sodium Hydroxide → HCID 117839924, compound

To a methanol solution (1.0 mL) of ethyl 5-(1,1-difluoroethyl)thiophene-2-carboxylate (28.6 mg, 0.130 mmol) synthesized in Reference Synthesis Example 123, 1 M sodium hydroxide aqueous solution (312 μL, 0.312 mmol) was added and the resultant mixture was stirred at room temperature for 1 day. After completion of the reaction, the reaction solution was concentrated under reduced pressure and separated with toluene-water. To the water phase, 12 M hydrochloric acid was added until pH reached 2 and extraction from the resultant mixture with ethyl acetate was performed. The organic layer was concentrated under reduced pressure to obtain a crude product of the title compound. The crude product was used in the next step as it was.

1. additionwas added
2. customAfter completion of the reaction
3. concentrationthe reaction solution was concentrated under reduced pressure
4. customseparated with toluene-water
5. additionTo the water phase, 12 M hydrochloric acid was added until pH
6. extraction2 and extraction from the resultant mixture with ethyl acetate
7. concentrationThe organic layer was concentrated under reduced pressure

ORD record

ord-863527f101f84ebfb4b90bcf4b338bf6

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09403798B2