HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56202Generated: October 27, 2026
But-1-ene-1,3-dione → N-(3-bromo-4-(dihexylamino)phenyl)-3-oxobutanamide
https://huagongshe.com/reaction/56202
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | But-1-ene-1,3-dione | HCID 12642904 | — |
| Reactant | 2-bromo-N1,N1-dihexylbenzene-1,4-diamine | HCID 101043124 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(3-bromo-4-(dihexylamino)phenyl)-3-oxobutanamide | HCID 90024279 | 94% |
Reaction Steps
To a solution of 2-bromo-N1,N1-dihexylbenzene-1,4-diamine (4.40 g, 12.4 mmol) in EtOAc (120 mL) was added acetyl ketene (1.57 g, 18.7 mmol), and the mixture was stirred at 80° C. overnight. The mixture was cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=10:1) to give the title compound as colorless oil (5.10 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434695B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-b5e6fbb37cf14b928abc4e6fac0d5253 |
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| Source note | uspto-grants-2016_09 |
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