HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Benzyloxy-2-hydroxybenzaldehyde → 2-(5-Hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Benzyloxy-2-hydroxybenzaldehyde | HCID 561235 | — |
| Reactant | Ethyl-bromoisobutyrate | HCID 22490247 | — |
| Reactant | HCID 86597806 | HCID 86597806 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(5-Hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester | HCID 67072411 | 94.9% |
Reaction Steps
5.10 g (14.9 mmol) 2-(5-benzyloxy-2-formyl-phenoxy)-2-methyl-propionic acid ethyl ester (prepared from 4-benzyloxy-2-hydroxybenzaldehyde and ethyl-bromoisobutyrate in analogy to the procedure described in example 52A]) was dissolved in 100 ml of ethanol and hydrogenated with 1.0 g of Pd—C (5%), 2 bar H2, 25° C., for two hours. The reaction mixture was filtered (Celite), the filter cake was washed twice with EtOH and the filtrate was evaporated. The crude product was purified by flash chromatography (SiO2, heptane/EtOAc) to give 3.37 g of the title compound as light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115611B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-6b44bb65742246d987a406a3c00b74d2 |
| Source note | uspto-grants-2006_10 |