HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337582Generated: October 30, 2026
Dimethylformamide → HCID 59817741, compound
https://huagongshe.com/reaction/337582
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Indole-3-Carboxaldehyde | HCID 10256 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Bromo-3-methoxypropane | HCID 524551 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 59817741 | HCID 59817741 | — |
Reaction Steps
To a DMF (0.1 M) solution of indole-3-carbaldehyde (1 eq) was added sodium hydride (60% (w/w) dispersion in oil, 1.1 eq.) at 0° C. followed by 1-bromo-3-methoxypropane (1.5 eq.). The reaction mixture was stirred at 50° C. for 4 h. The mixture was then diluted with ether, washed with water and brine, dried over MgSO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 1:1 (v/v) Hex:EtOAc→EtOAc) afforded the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889714B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-5fd8e3ad165d4484a637a54c57cdeed6 |
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| Source note | uspto-grants-2014_11 |
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