HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (4-Benzyloxy-3,5-dimethoxy-phenyl)-acetaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 2-(4-Benzyloxy-3,5-dimethoxy-phenyl)-ethanol | HCID 57436871 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Benzyloxy-3,5-dimethoxy-phenyl)-acetaldehyde | HCID 57436872 | 57.9% |
Reaction Steps
To a solution of 2-(4-benzyloxy-3,5-dimethoxy-phenyl)-ethanol (1.0 g, 3.3 mmol) in dichloromethane (25 mL) was added Dess-Martin reagent (1.54 g, 3.6 mmol) and water (59 μL). After completion of addition the reaction continued to stir for 6 hours. The resulting precipitate was filtered off and the filtrate was concentrated. The crude material was purified using silica gel chromatography (gradient from 1:2 ethyl acetate:hexane to 1:1 ethyl acetate:hexane) to obtain the desired compound as a yellow oil (547 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263042B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-921af9bb7bf9460a98ea75c8539bcb49 |
| Source note | uspto-grants-2012_09 |