Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Benzyl chloroformate | HCID 10387 | — |
| Edukt | (R)-3-Pyrrolidinol | HCID 2759337 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (R)-(-)-1-CBZ-3-pyrrolidinol | HCID 11183628 | 62% |
Reaktionsschritte
3-Hydroxy-(R)-pyrrolidine (8.71 g, 0.1 mol) was dissolved in CH2Cl2 (260 mL) and cooled to 0° C. Triethylamine (33.5 mL, 0.24 mol) and benzyl chloroformate (14.9 mL, 0.11 mol) were added, and the resulting solution was stirred for 2 h at 0° C. The solution was gradually warmed to room temperature and allowed to stir overnight. The solution was washed with 1 M HCl, saturated NaHCO3, and brine. The organic solution was dried over MgSO4 and concentrated. The crude product was purified by column chromatography eluting with ethyl acetate to afford 13.7 g (62% yield, 2 steps) of the desired product as a purple oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06710186B2 |
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| Quelldatensatz | uspto-grants-2004_03 |
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| ORD ID | ord-a01212e745274677b3fc30716fa73a7a |
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| Quellennotiz | uspto-grants-2004_03 |
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