HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tert-butyl 3-oxopyrrolidine-1-carboxylate → Tert-butyl 3-(3-chloro-2-fluorophenyl)-3-hydroxypyrrolidine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tert-butyl 3-oxopyrrolidine-1-carboxylate | HCID 471360 | — |
| Edukt | 1-Bromo-3-chloro-2-fluorobenzene | HCID 3685762 | — |
| Edukt | HCID 178506865 | HCID 178506865 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | Tert-butyl 3-(3-chloro-2-fluorophenyl)-3-hydroxypyrrolidine-1-carboxylate | HCID 67404349 | 66,6% |
Reaktionsschritte
Preparation according to Preparation 10: 1-Bromo-3-chloro-2-fluorobenzene (8 g, 38.3 mmol), dry diethyl ether (100 mL), n-hexyllithium (2.3 M in hexane, 16.64 ml, 38.3 mmol) and a solution of 1-N-boc-3-pyrrolidone (7.08 g, 38.3 mmol) in dry diethyl ether (50 mL). The crude product was purified by flash column chromatography (ethylacetate/isooctane, 1:9 to 1:1) to give the title compound (8.05 g, 66%). MS m/z (rel. intensity, 70 eV) 259 (20), 214 (42), 157 (26), 143 (23), 57 (bp).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09035073B2 |
| Quelldatensatz | uspto-grants-2015_05 |
| ORD ID | ord-9ad73f186c06427b9948d8953086d6cf |
| Quellennotiz | uspto-grants-2015_05 |