HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → Methyl (2RS)-2-(2-oxo-2-phenylethyl)aminoisovalerate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Valine, methyl ester, hydrochloride (1:1) | HCID 12498813 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl (2RS)-2-(2-oxo-2-phenylethyl)aminoisovalerate | HCID 21302844 | — |
Reaction Steps
Diisopropylethylamine (7.66 ml) and 2-bromoacetophenone (4.2 g) are added to a suspension of DL-valine methyl ester hydrochloride (3.36 g, Reference compound No. 45-1) in methylene chloride (100 ml), and the mixture is refluxed for four days. The reaction mixture is allowed to stand at room temperature, diethyl ether is added to the mixture, and the whole is extracted with 0.1 N hydrochloric acid. Sodium hydrogencarbonate is added to the extract to basify the system, and the whole is extracted with ethyl acetate. The organic layer is washed with saturated brine and dried over magnesium sulfate. The organic layer is concentrated under reduced pressure to give the titled reference compound (4.92 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960575B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-6b21c62d70184fe186f3a0b60b0f5822 |
| Source note | uspto-grants-2005_11 |