HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-(2-formyl-4-methoxyphenoxy)acetate → 2-Benzofurancarboxylic acid, 5-methoxy-, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-(2-formyl-4-methoxyphenoxy)acetate | HCID 288667 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2-Benzofurancarboxylic acid, 5-methoxy-, ethyl ester | HCID 521283 | 25.5% |
Reaction Steps
The above prepared (2-formyl-4-methoxy-phenoxy)-acetic acid ethyl ester (34.36 g, 144 mmol) was dissolved in 340 mL of dimethoxyethane and treated at −15° C. with KOtBu (6.47 g, 0.4 eq.). After 15 Min., the reaction mixture was poured onto crashed ice/NH4Cl, twofold extracted with AcOEt, washed with water and brine, dried over magnesium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=9/1) gave finally 8.10 g of the title compound as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07534788B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-5d7f2eae26fb4c82be0fb3ec461ee01e |
| Source note | uspto-grants-2009_05 |