HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 2-(4-Bromo-2,3-difluorophenyl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-(4-Bromo-2,3-difluorophenyl)acetonitrile | HCID 90416031 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(4-Bromo-2,3-difluorophenyl)acetic acid | HCID 29922066 | 41.6% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Compound 2-(4-bromo-2,3-difluorophenyl)acetonitrile (200 mg, 0.690 mmol) was dissolved in H2O (1 mL) and H2SO4 (1 mL) at 20° C. in one charge. The reaction mixture was stirred at 100° C. for 1 h. Then the solution was distributed between EA and H2O. The combined organic extract was washed with brine, dried over MgSO4, filtered and concentrated. The resulting 2-(4-bromo-2,3-difluorophenyl)acetic acid (180 mg, 0.287 mmol, 41.6% yield) was used in the next step without further purification. TLC (PE/EA=2:1, Rf 0.6): 1H NMR (400 MHz, CDCl3) δ 7.27-7.20 (m, 1H), 6.92-6.85 (m, 1H), 3.65 (s, 2H); ES-LCMS m/z 250.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382238B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-e7a57050a4fa49059969775549f6fb99 |
| Source note | uspto-grants-2016_07 |