HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclobutanecarboxylic acid → HCID 15444481, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclobutanecarboxylic acid | HCID 19494 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tert-butyl 2,2,2-trichloroethanimidate | HCID 2734700 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15444481 | HCID 15444481 | — |
Reaction Steps
Under argon, 99 μl (0.78 mmol) of boron trifluoride/diethyl ether complex were added to 5.2 g (52.3 mmol) of cyclobutanecarboxylic acid in 100 ml of THF. A little at a time, 13.7 g (62.75 mmol) of tert-butyl 2,2,2-trichloroethaneimidoate were then added, and the mixture was subsequently stirred at room temperature overnight. 5 g of sodium bicarbonate were then added, and the reaction mixture was stirred for 15 min. After filtration, the solution was concentrated to dryness under reduced pressure. The crude product was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 4:1). This gave 5.2 g (64% of theory) of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018258B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-55839f5bf4f443adb79ead6aaac2a26c |
| Source note | uspto-grants-2015_04 |