HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-tert-butyl 4-chloro-1-cyclohexyl-3-oxobutan-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | (S)-tert-butyl 1-cyclohexyl-4-diazo-3-oxobutan-2-ylcarbamate | HCID 86632797 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (S)-tert-butyl 4-chloro-1-cyclohexyl-3-oxobutan-2-ylcarbamate | HCID 10063585 | — |
Reaction Steps
To a solution of the crude (S)-tert-butyl 1-cyclohexyl-4-diazo-3-oxobutan-2-ylcarbamate (7 g, ˜65% pure) in anhydrous ether (150 mL) at 0° C. was added dropwise a solution of 3.65 N HCl in dioxane (4.1 mL, 0.015 mmol). The mixture was stirred until tlc showed the starting material had been consumed. Satd aq NaHCO3 was added and the organic layer was separated, washed with satd aq NaHCO3 and brine, and concentrated to afford a solution of crude (S)-tert-butyl 4-chloro-1-cyclohexyl-3-oxobutan-2-ylcarbamate (5.8 g), which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07872028B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-21ba1a6383164a4a8c27599e92771c4f |
| Source note | uspto-grants-2011_01 |