HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Chloroacetyl chloride → tert-butyl (2S)-2-(2-chloroacetamido)-3-phenylpropanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Chloroacetyl chloride | HCID 6577 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | L-Phenylalanine, 1,1-dimethylethyl ester, hydrochloride (1:1) | HCID 11459563 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | tert-butyl (2S)-2-(2-chloroacetamido)-3-phenylpropanoate | HCID 86713545 | 98,4% |
Reaktionsschritte
To a mixture of 3.0 g (11.6 mmol) (S)-2-amino-3-phenyl-propionic acid tert-butyl ester hydrochloride (Aldrich) and 3.32 mL (23.9 mmol) triethylamine (Aldrich) in dichloromethane (30 mL), 0.97 mL (12.2 mmol) chloroacetyl chloride (Aldrich) is added dropwise and the resulting mixture is stirred at room temperature for 4 h. The reaction mixture is diluted with water (25 mL), the organic layer is separated, washed with 10% NaHCO3 solution (25 mL), dried (MgSO4) and finally evaporated under reduced pressure to yield the title compound (3.4 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08841309B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-45ac19933d4f45b99cbb5458dd73736d |
| Quellennotiz | uspto-grants-2014_09 |