HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Iodine → Tert-butyl 3-(3-chloro-4-fluorophenyl)-3-hydroxypyrrolidine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Iodine | HCID 807 | — |
| Edukt | Tert-butyl 3-oxopyrrolidine-1-carboxylate | HCID 471360 | — |
| Edukt | 4-Bromo-2-chloro-1-fluorobenzene | HCID 3543065 | — |
| Edukt | Magnesium | HCID 5462224 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Tert-butyl 3-(3-chloro-4-fluorophenyl)-3-hydroxypyrrolidine-1-carboxylate | HCID 67402987 | 41,1% |
Reaktionsschritte
Preparation according to Preparation 1. 1-Bromo-3-chloro-4-fluorobenzene (5 g, 23.9 mmol) in dry tetrahydrofuran (100 ml), magnesium turnings (0.57 g, 23.9 mmol) and one crystal of iodine. 1-N-boc-3-pyrrolidone (4.41 g, 23.9 mmol) in dry tetrahydrofuran (50 ml). The crude product was purified by flash column chromatography on silica gel (ethyl acetate/isooctane, 1:9 to 1:1) gave the title compound (3.1 g, 41%). MS m/z (rel. intensity, 70 eV) 214 (16), 157 (21), 143 (19), 129 (11), 57 (bp).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09035073B2 |
| Quelldatensatz | uspto-grants-2015_05 |
| ORD ID | ord-cfdbfb2a6ba14e6280491e052a703aa9 |
| Quellennotiz | uspto-grants-2015_05 |