Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Chloromethyl chloroformate | HCID 62754 | — |
| Reactant | tert-Butyl 3-aminopropanoate | HCID 4192171 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53934164 | HCID 53934164 | 76% |
Reaction Steps
β-alanine t-butylester (316 mg) was dissolved in methylene chloride (2 ml). To this solution were added triethylamine (333 μl: 1.1 molar equivalent) and chloromethylchloroformate (309 mg: 1.1 molar equivalent). The mixture was stirred for 20 minutes while cooling with ice. The reaction solution was concentrated under reduced pressure and was then dissolved in chloroform (20 ml), followed by washing well with water and a saturated solution of sodium chloride. Anhydrous sodium sulfate was applied to dry the chloroform layer which was then concentrated under reduced pressure. The concentrate was purified by silica gel chromatography using a solvent system of chloroform/methanol (200:1 v/v) to obtain the desired substance (394 mg) with a yield of 76%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04863935 |
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| Source dataset | uspto-grants-1989_09 |
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| ORD ID | ord-600ba63b3dc946a59f2107608951d666 |
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| Source note | uspto-grants-1989_09 |
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