HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242448Generated: October 26, 2026
Water → Methyl 3-(3-oxo-6-pentyloxyindan-5-yloxymethyl)benzoate
https://huagongshe.com/reaction/242448
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Iodopentane | HCID 12335 | — |
| Reactant | 5,6-Dihydroxy-2,3-dihydro-1H-inden-1-one | HCID 11593487 | — |
| Reactant | Ethylacetate heptane | HCID 21899848 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-(3-oxo-6-pentyloxyindan-5-yloxymethyl)benzoate | HCID 57458787 | 48% |
Reaction Steps
A mixture of 5,6-dihydroxyindanone (2.2 g; 13.4 mmol), iodopentane (1.75 ml; 13.4 mmol) and caesium carbonate (Cs2CO3; 4.8 g; 14.7 mmol) in DMF (50 ml) is heated at 40° C. for 35 minutes. The medium is cooled to room temperature, poured into water and extracted with methylene chloride. The combined organic phases are washed with water, dried over sodium sulfate and then concentrated (1.9 g solid). Flash chromatography (85/15 heptane/ethyl acetate) gives the expected product (1.5 g; 48% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08653134B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-90ea986a78e840c3a15e3213c4923d6b |
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| Source note | uspto-grants-2014_02 |
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