HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840964Generated: October 30, 2026
Water → 4-[1-(2-ethoxyethyl)-1H-indol-3-yl]-piperidine-1-carboxylic acid ethyl ester
https://huagongshe.com/reaction/1840964
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethane, 1-chloro-2-ethoxy- | HCID 12341 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 4-(1H-indol-3-yl)piperidine-1-carboxylate | HCID 11380267 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-[1-(2-ethoxyethyl)-1H-indol-3-yl]-piperidine-1-carboxylic acid ethyl ester | HCID 11473415 | 90.5% |
Reaction Steps
0.75 g of a60% suspension of sodium hydride in mineral oil were suspended in 20 mL of dry DMF and 4 g of 4-(1H-indol-3-yl)-piperidine-1-carboxylic acid ethyl ester were added to the mixture. 1.91 g of 2-chloroethyl ethyl ether were added dropwise at room temperature and the mixture was stirred for 16 hours at 20-25° C. Water was carefully added and ethyl acetate was used as solvent extractor. The organic layer was separated and washed with water. The solvent was removed under reduced pressure affording 4.58 g of a colorless oil. The product was then crystallised from methyl-t-butyl ether/hexane giving a off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06683096B2 |
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| Source dataset | uspto-grants-2004_01 |
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| ORD ID | ord-e128761c65b64770824120e6969773f3 |
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| Source note | uspto-grants-2004_01 |
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