HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59556934, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 67104986 | HCID 67104986 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 59556934 | HCID 59556934 | 43% |
Reaction Steps
A solution of ethyl(4S)-4-(dibenzylamino)-3-oxopentanoate (500 mg) synthesized according to the method described in Journal of Organic Chemistry, vol. 62, pp. 2292-2297 (1997), 1,2-dibromoethane (0.19 mL) and potassium carbonate (405 mg) in acetone (15 mL), was stirred under reflux overnight. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=1/0→2/1) to give the title compound as a colorless oil (yield: 231.4 mg, 43.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834051B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-d5cab465c8254eefab2ab242ab5da8c0 |
| Source note | uspto-grants-2010_11 |