HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86670027, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acetoxyacetyl chloride | HCID 26297 | — |
| Reactant | tert-Butyl (3-aminopropyl)carbamate | HCID 2735700 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86670027 | HCID 86670027 | 86% |
Reaction Steps
To a solution of tert-butyl N-(3-aminopropyl)carbamate (1.00 g, 5.74 mmol) in THF (10 mL) were added triethylamine (1.6 mL, 11.5 mmol) and acetoxyacetyl chloride (0.678 mL, 6.31 mmol) at 0° C., and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added water (30 mL), and the mixture was extracted with ethyl acetate (20 mL×3). The organic layers were combined and washed with brine (10 mL), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=4:1→1:4) to give the title compound (1.35 g, 86%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08486965B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-a853379a581344cb82a8bfb3164b568b |
| Source note | uspto-grants-2013_07 |