HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(4-Bromo-2,6-difluorophenyl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2-(4-Bromo-2,6-difluorophenyl)acetonitrile | HCID 2773311 | — |
| Product | 2-(4-Bromo-2,6-difluorophenyl)acetic acid | HCID 2773309 | 33.3% |
Reaction Steps
A solution of 2-(4-bromo-2,6-difluorophenyl)acetonitrile (0.5 g, 2.155 mmol) in H2SO4 (3 mL, 56.3 mmol) and H2O (3 mL, 167 mmol) was stirred at 60° C. for 16 h. After LCMS analysis showed the starting material had disappeared, the mixture was dissolved in H2O (20 mL) and extracted by EA (2×30 mL). The organic layer was dried over Na2SO4, filtered and concentrated. The crude material was purified by silica column chromatography (PE/EA=3/1 to 1/1) to yield 2-(4-bromo-2,6-difluorophenyl)acetic acid (0.3 g, 0.718 mmol, 33.3% yield): 1H NMR (400 MHz, CD3OD) δ 7.13-7.05 (m, 2H), 3.71 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09035063B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-a214c25e8cc342b3abf9f0582a6b9133 |
| Source note | uspto-grants-2015_05 |