HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54475812, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chloro-1,2-propanediol | HCID 7290 | — |
| Reactant | HCID 54130696 | HCID 54130696 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 54475812 | HCID 54475812 | 70% |
Reaction Steps
To a solution of 5-hydroxy-3-(quinol-4-ylmethylene)-2-oxindole (2.883 g, 10 mmol) in toluene (100 ml) was added portionwise under nitrogen NaH 80% (0.300 g, 10 mmol). After salification was complete, 3-chloro-1,2-propanediol (1.547 g, 14 mmol) was added and the mixture heated to reflux for 5 h. After cooling, water was added, the organic phase washed and evaporated to dryness. The residue was submitted to flash chromatography, using CHCl3 --MeOH mixtures as eluant to give pure title compound in about 70% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05840745 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-64af8621fca74abf971272230bba2100 |
| Source note | uspto-grants-1998_11 |