HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66765671, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methylbenzyl chloride | HCID 7722 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 66765790 | HCID 66765790 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66765671 | HCID 66765671 | 79.4% |
Reaction Steps
To a solution of 1-(1H-indol-6-yl)-1-deoxy-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose (0.13 g) in N,N-dimethylformamide (2 mL) was added sodium hydride (60%, 0.01 g) at 0° C., and the mixture was stirred for 10 minutes. To the mixture was added 4-methylbenzylchloride (0.032 g), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water, and the mixture was extracted with diethyl ether. The organic layer washed with water and brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=5/1) to give the title compound (0.12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058245B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-20e3ad8820df4863afd665d1e0829467 |
| Source note | uspto-grants-2011_11 |