HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 655237-16-4
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 11535213 | HCID 11535213 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 655237-16-4 | HCID 11560307 | 30.5% |
Reaction Steps
Aluminum chloride (0.12 g) and anisole (4.0 ml) were added to a solution of (1S)-1,5-anhydro-1-[5-(azulen-2-ylmethyl)-2-(benzyloxy)phenyl]-2,3,4,6-tetra-O-benzyl-D-glucitol (0.07 g) in methylene chloride (5 ml) and the mixture was stirred at room temperature for two hours. The reaction mixture was poured into ice-cooled water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (chloroform-methanol) to obtain (1S)-1,5-anhydro-1-[5-(azulen-2-ylmethyl)-2-hydroxyphenyl]-D-glucitol (0.01 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169761B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-4f37995bf11d4aff81cb68901685cf40 |
| Source note | uspto-grants-2007_01 |