HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → HCID 61150716, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Indoline-2-carboxylic acid, (S)- | HCID 2733920 | — |
| Product | HCID 61150716 | HCID 61150716 | 89% |
Reaction Steps
To the solution of (2S)-2,3-dihydroindole-2-carboxylic acid (163 mg, 1.0 mmol) in isopropyl alcohol (40 mL), was added thionyl chloride (0.1 mL) slowly. The reaction mixture was heated at reflux for 4 hr with stirring. After cooling, all volatiles were removed under reduced pressure. To the residue saturated aqueous solution of NaHCO3 (10 mL) was added, which was extracted with ethyl acetate (10 mL×3). The extracts were dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) to give the desired compound (182 mg, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06413983B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-73c05b1b2bef48c39aba511cb499966f |
| Source note | uspto-grants-2002_07 |