HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 4,6-dichloro-1-(beta-D-glucopyranosyl)indoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal | HCID 107526 | — |
| Reactant | 4,6-Dichloroindoline | HCID 16244448 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4,6-dichloro-1-(beta-D-glucopyranosyl)indoline | HCID 67199096 | — |
Reaction Steps
A mixture of 4,6-dichloroindoline (6.57 g) and D-glucose (10.70 g) in H2O (25 ml)-ethyl alcohol (160 ml) was refluxed for 3 days. The organic solvent was evaporated under reduced pressure, and thereto were added brine and ammonium sulfate. The mixture was extracted with ethyl acetate 5 times, and the combined organic layer was dried over sodium sulfate. The insoluble materials were filtered off, and the filtrate was evaporated under reduced pressure to give crude 4,6-dichloro-1-(β-D-gluco-pyranosyl)indoline, which was used in the subsequent step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935674B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-0a36bfbe0868476f83a030ff3e05d35d |
| Source note | uspto-grants-2011_05 |