Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-(4-hydroxyphenyl)-2-oxoacetate | HCID 11715332 | — |
| Reactant | HCID 14405960 | HCID 14405960 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67830530 | HCID 67830530 | 37.3% |
Reaction Steps
A solution of 4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester (0.471 g) in dimethylformamide (10 mL) was treated with 55% sodium hydride (0.117 g), stirred for 15 minutes and then a solution of with 1-[4-(3-bromopropoxy)-2-methoxy-3propylphenyl]ethanone (0.8 g) in dimethylformamide (5 mL) was added. The mixture was heated at 50° C. for 17 hours and worked up as in Example 20. The residual oil was purified by HPLC (ethyl acetate-hexane; 1:4), followed by flash chromatography over silica gel (ethyl acetate-toluene; 1:19) to yield 0.4 g of 4-[3-[4-acetyl-3-methoxy-2-propylphenoxy)propoxy]-alpha-oxobenzeneacetic acid ethyl ester as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05344843 |
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| Source dataset | uspto-grants-1994_09 |
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| ORD ID | ord-1fe495cb8fb64c52a675f7a10dc500e3 |
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| Source note | uspto-grants-1994_09 |
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