Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethanethioic acid, S-(3-chloro-2-methyl-3-oxopropyl) ester | HCID 103458 | — |
| Reactant | HCID 12851967 | HCID 12851967 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 13472306 | HCID 13472306 | 54.5% |
Reaction Steps
N-(6-Methoxy-1-indanyl)glycine (2.0 g) is suspended in 20 ml of dimethylacetamide, then 2.2 g of 3-acetylthio-2-methylpropionyl chloride is added dropwise with stirring at room temperature, and thereafter stirring is continued at room temperature for 2 hours. The reaction mixture is poured into 200 ml of water, and extracted with 200 ml of ethyl acetate. The extract is washed with 20 ml of 10% hydrochloric acid and with water, and dried over anhydrous sodium sulfate. After ethyl acetate is distilled off under reduced pressure, the residue is subjected to silica gel column chromatography, eluted with acetone-benzene (1:9). The oily substance obtained is crystallized from an ethyl ether-petroleum ether mixture, to give 1.8 g of N-(3-acetylthio-2-methylpropionyl)-N-(6-methoxy-1-indanyl)glycine, colorless needles showing a melting point of 106°-110° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04521607 |
|---|
| Source dataset | uspto-grants-1985_06 |
|---|
| ORD ID | ord-c96656f2e47345b3911cdb5dec495a18 |
|---|
| Source note | uspto-grants-1985_06 |
|---|