HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2,8-Diazaspiro[4.5]decan-1-one, 4-(4-fluorophenyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(4-Fluoro-phenyl)-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester | HCID 11530363 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,8-Diazaspiro[4.5]decan-1-one, 4-(4-fluorophenyl)- | HCID 11639119 | 68% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A solution of 4-(4-fluoro-phenyl)-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (46.0 g, 132 mmol) in DCM (260 mL) containing TFA (150 mL, 1.32 mol) was stirred vigorously at 0° C. for 15 min. The reaction mixture was then poured into NaOH (3 N, 200 mL) and the product extracted with DCM (3×100 mL). The combined organic extracts were then washed with water (100 mL) and brine (100 mL) and then dried over sodium sulfate. Filtration and evaporation afforded the title compound (22.14 g, 68%) as a white solid after trituration from ethyl acetate. MS: m/e=249.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07173133B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-a4a8b216717c4c10af17803d57ee0104 |
| Source note | uspto-grants-2007_02 |