HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (4-Formyl-3,5-dimethylphenoxy)-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 2,6-Dimethyl-4-hydroxybenzaldehyde | HCID 591072 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (4-Formyl-3,5-dimethylphenoxy)-acetic acid methyl ester | HCID 86651272 | — |
Reaction Steps
To a solution of 4-hydroxy-2,6-dimethylbenzaldehyde (1.3 g, 8.6 mmol) and bromoacetic acid methyl ester (0.98 ml, 10.3 mmol) in DMF (20 mL) was added K2CO3 (1.8 g, 12.9 mmol). The suspension was stirred at ambient temperature overnight then the reaction mixture was partioned between water and EtOAc. The aqueous layer was extracted with EtOAc and the organic layer was dried with MgSO4, filtered and concentrated. Purification by flash chromatography using heptane/EtOAc (5:1) as eluent gave (4-formyl-3,5-dimethylphenoxy)-acetic acid methyl ester as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08222248B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-5fe6febaa28e4851821cb0caed5bb944 |
| Source note | uspto-grants-2012_07 |