HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl 3,3-difluorocyclobutane-1-carboxylate → 3,3-Difluorocyclobutane-1-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl 3,3-difluorocyclobutane-1-carboxylate | HCID 56592986 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3,3-Difluorocyclobutane-1-carboxylic acid | HCID 13777789 | 65.2% |
Reaction Steps
To a solution of benzyl 3,3-difluorocyclobutanecarboxylate (1.4 g, 6.2 mmol) in ethanol (50 mL) was added palladium on activated carbon (500 mg) and the reaction mixture was stirred at RT under an atmosphere of hydrogen (1 atm) for 12 h. The reaction mixture was filtered through a pad of CELITE® and the filtrate was concentrated to afford Intermediate 291A as pale yellow liquid (550 mg, 65% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 12.97-12.76 (m, 1H), 3.04-2.91 (m, 1H), 2.89-2.64 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273058B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-a3d70355b97948f4a5658a443bdef9b6 |
| Source note | uspto-grants-2016_03 |