Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 7-bromoheptanoate | HCID 122490 | — |
| Reactant | 6,7-Dichloro-2-cyclopentyl-5-hydroxy-2-methylindan-1-one | HCID 12395588 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13646825 | HCID 13646825 | — |
Reaction Steps
6,7-Dichloro-2-cyclopentyl-2,3-dihydro-5-hydroxy-2-methyl-1H-inden-1-one (12 g., 0.04 mole) is dissolved in dimethylformamide (30 ml.), and potassium carbonate (5.5 g., 0.04 mole) is added and the mixture stirred and heated on a steam bath for 30 minutes. Ethyl 7-bromoheptanoate is added dropwise over 10 minutes with stirring and heating on a steam bath for two hours. The mixture is poured into a mixture of ice and water (300 g., total) and then extracted with ether. The ether extract is dried over Na2SO4, filtered and the ether removed at reduced pressure. The residue is dissolved in petroleum ether and cooled to -70° C. to obtain ethyl 7-[(6,7-dichloro-2-cyclopentyl-2,3-dihydro-2-methyl-1-oxo-1H-inden-5-yl)oxy]heptanoate, 17.7 g., m.p. 47°-50° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04604403 |
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| Source dataset | uspto-grants-1986_08 |
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| ORD ID | ord-13618dc687a544ff87c5166667d03088 |
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| Source note | uspto-grants-1986_08 |
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