HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 3-(3,5-Difluorophenyl)propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 3-(3,5-Difluorophenyl)acrylic acid | HCID 522810 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3,5-Difluorophenyl)propionic acid | HCID 3669498 | 92.2% |
Reaction Steps
Hydrogenate a mixture of 3,5-difluorocinnamic acid (10.0 g, 54.3 mmol), 5% palladium on carbon (1.5 g), and concentrated sulfuric acid (10 ml) in tetrahydrofuran (195 ml) at 60 psi at room temperature overnight. After filtering the catalyst, dilute with ether, wash with water twice, dry over anhydrous sodium sulfate, and concentrate to obtain the title compound as clear colorless crystals (9.32 g, 92%). NMR (400 MHz, CDCl3): δ 2.67 (t, 2H), 2.94 (t, 2H), 6.65 (t, 1H), 6.74 (d, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728150B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-53d1feeb0cf9479f8fdc097813fafe67 |
| Source note | uspto-grants-2010_06 |