HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(Tert-butyl)-5-(4-chlorobutyl)-3,5-dimethylimidazolidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (2S,5R)-tert-butyl 2-(tert-butyl)-5-(4-chlorobutyl)-3,5-dimethyl-4-oxoimidazolidine-1-carboxylate | HCID 117966772 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(Tert-butyl)-5-(4-chlorobutyl)-3,5-dimethylimidazolidin-4-one | HCID 14463950 | 92.9% |
Reaction Steps
To an ice cooled of (2S,5R)-tert-butyl 2-(tert-butyl)-5-(4-chlorobutyl)-3,5-dimethyl-4-oxoimidazolidine-1-carboxylate (D44) (465 mg, 1.28 mmol) in dry DCM (2 ml), TFA (1 ml, 12.8 mmol) was added and the solution stirred for 12 hrs at RT. The reaction mixture was treated with NaHCO3 sat sol with vigorous stirring until pH˜7. The resulting mixture was poured into water and the aqueous phase extracted with DCM (3×10 ml), dried over Na2SO4 and evaporated in vacuo to afford the title compound (D45) (310 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181279B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-c66d3f68e0834f94b0215b2d7a285883 |
| Source note | uspto-grants-2015_11 |