HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-(2-Fluorophenyl)cyclopropane-1-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (R,R)-2-(2-Fluoro-phenyl)-cyclopropanecarboxylic acid tert-butyl ester | HCID 58635344 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2-Fluorophenyl)cyclopropane-1-carboxylic acid | HCID 21864674 | — |
Reaction Steps
To the t-butyl ester from Step 1 (0.52 g, 0.0022 mole) in dichloromethane at 0° C. was added trifluoroacetic acid and the mixture stirred at rt for 30 min. The reaction was concentrated in vacuo to give the title compound as an oil. Analysis of the acid by chiral HPLC (Chirapak AD, 250×4.6 mm) using 95/5(A/B), 0.2% trifluroacetic acid in hexane(A) and ethanol(B), 1 mL/min, showed the material to have a purity of ≧94% EE. M.S. (M+1): 181.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07217716B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-5350bd81a11b41eaacdc35aa7d7fb552 |
| Source note | uspto-grants-2007_05 |