HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57744Generated: October 25, 2026
Hydrochloric Acid → Diethyl 2-benzyloxycarbonylamino-2-(t-butoxycarbonylmethyl)malonate
https://huagongshe.com/reaction/57744
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | Diethyl 2-(benzyloxycarbonylamino)malonate | HCID 259787 | — |
| Catalyst | Potassium Iodide | HCID 4875 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Diethyl 2-benzyloxycarbonylamino-2-(t-butoxycarbonylmethyl)malonate | HCID 66725345 | 100.8% |
Reaction Steps
A suspension of diethyl 2-benzyloxycarbonylaminomalonate (5.0 g), potassium carbonate (2.7 g), potassium iodide (0.27 g), and t-butyl 2-bromoacetate (4.1 g) in DMF (50 mL) was stirred at 50° C. for 1 hour. The reaction mixture was cooled, and then poured into diluted hydrochloric acid, the mixture was extracted with ethyl acetate, and the extract was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography, and then purification was performed with n-hexane/ethyl acetate (5:1), to obtain the title compound (6.9 g, yield: 99%) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434737B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-90797a7338924070b568b0d13d20c8a2 |
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| Source note | uspto-grants-2016_09 |
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