HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-((1-(Trifluoromethyl)cyclopropyl)methyl)malonic acid → 3-(1-(Trifluoromethyl)cyclopropyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-((1-(Trifluoromethyl)cyclopropyl)methyl)malonic acid | HCID 90402482 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 3-(1-(Trifluoromethyl)cyclopropyl)propanoic acid | HCID 90402999 | 73% |
Reaction Steps
A solution of 2-((1-(trifluoromethyl)cyclopropyl)methyl)malonic acid (1.13 g, 5.00 mmol) in pyridine (25 mL) was heated at 100° C. overnight, cooled to RT and concentrated to dryness. The residue was dissolved in 3N HCl, extracted with DCM (3×) and the combined organics were dried over Na2SO4 and concentrated to dryness to afford 3-(1-(trifluoromethyl)cyclopropyl)propanoic acid (664 mg, 73%). 1H NMR (400 MHz, DMSO-d6): δ 12.18 (s, 1H), 2.32 (t, J=8.0 Hz, 2H), 1.79 (t, J=8.0 Hz, 2H), 0.86 (m, 2H), 0.75 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382228B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-00e58a89e8284c1fb93dbce315da2889 |
| Source note | uspto-grants-2016_07 |