HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2391750Generated: October 30, 2026
Dimethylacetamide → 4-acetyl-3-chlorobenzonitrile
https://huagongshe.com/reaction/2391750
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 1-(4-Bromo-2-chlorophenyl)ethan-1-one | HCID 15560950 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | 4-acetyl-3-chlorobenzonitrile | HCID 68613708 | — |
Reaction Steps
A mixture of 59 mg of zinc, 528 mg of zinc cyanide, 2.1 g of 1-(4-bromo-2-chlorophenyl)ethanone and 367 mg of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) in 10 ml N,N-dimethylacetamide is stirred for 4 h at 160° C. The reaction mixture is allowed to cool down to room temperature and stirred for 14 h at room temperature. The solvent is removed under reduced pressure and the resulting residue is purified by flash chromatography (n-hexane/ethyl acetate, 85/15 (v/v)) to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273890B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-4942d6dd5d4141848006671b78b528aa |
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| Source note | uspto-grants-2012_09 |
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