HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → (2-Isobutyryl-5-methoxy-phenoxy)-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(2-Hydroxy-4-methoxy-phenyl)-2-methyl-propan-1-one | HCID 68723862 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (2-Isobutyryl-5-methoxy-phenoxy)-acetic acid ethyl ester | HCID 68725425 | — |
Reaction Steps
To a solution of the above prepared 1-(2-hydroxy-4-methoxy-phenyl)-2-methyl-propan-1-one (5.43 g, 28 mmol) in 56 mL acetonitrile were successively added Cs2CO3 (10.9 g, 1.2 eq.) and ethyl bromoacetate (3.25 mL, 1.05 eq.) and the mixture vigorously stirred at ambient temperature for 2.5 h. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents left 8.01 g of the title product as light yellow oil, sufficiently pure to be used for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07534788B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-74914955efa14dfba5c42ac236010ebf |
| Source note | uspto-grants-2009_05 |