HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650600Generated: October 30, 2026
N,N,N',N'-Tetramethylethylenediamine → 4-Ethoxy-2,3-difluorobenzaldehyde
https://huagongshe.com/reaction/1650600
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | 1-Piperidinecarboxaldehyde | HCID 17429 | — |
| Reactant | 1-Ethoxy-2,3-Difluorobenzene | HCID 2782928 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 4-Ethoxy-2,3-difluorobenzaldehyde | HCID 14495625 | — |
Reaction Steps
125 ml of a solution of 0.2 mole of n-butyllithium in hexane is added, at -78° C., to a mixture of 0.2 mole of 2,3-difluorophenetole, 0.2 mole of tetramethylethylenediamine and 400 ml of tetrahydrofuran, and the mixture is stirred for 2 hours at -60° C. A mixture of 0.2 mole of n-formylpiperidine and 20 ml of tetrahydrofuran is added dropwise to this mixture. Warming to -20° C. and working up in the customary manner gives the aldehyde in the form of a colourless solid, melting point 70° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04925590 |
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| Source dataset | uspto-grants-1990_05 |
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| ORD ID | ord-1be16e8dec7245dea897d064d38836e5 |
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| Source note | uspto-grants-1990_05 |
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