HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084811Generated: October 31, 2026
Dimethylformamide → Methyl 4-methoxy-3-(1-methyl-2-oxobutoxy)benzoate
https://huagongshe.com/reaction/2084811
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-3-pentanone | HCID 545092 | — |
| Reactant | Methyl 3-hydroxy-4-methoxybenzoate | HCID 4056967 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 4-methoxy-3-(1-methyl-2-oxobutoxy)benzoate | HCID 22734323 | — |
Reaction Steps
A mixture of methyl 3-hydroxy-4-methoxy benzoate (19.3 g), 2-bromo-3-pentanone (19.2 ml), potassium carbonate (29.3 g), and DMF (193 ml) was stirred at 90° C. for 2 hours. After being allowed to stand for cooling, water was added to the mixture followed by extraction with toluene. The organic layer was washed with a saturated saline and dried over sodium sulfate, and the solvent was distilled off. The residue was purified by column chromatography (silica gel, hexane:ethyl acetate=3:1) to give Compound IIk-a (25.8 g, 91.5%) as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06716987B1 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-bbd35ba7b50b4b9b9e4a1fb5b5c8a4e1 |
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| Source note | uspto-grants-2004_04 |
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