HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220206Generated: November 1, 2026
Tributylvinyltin → N-(4-chloro-2-vinyl-phenyl)-acetamide
https://huagongshe.com/reaction/2220206
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | N-(2-bromo-4-chlorophenyl)acetamide | HCID 282685 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(4-chloro-2-vinyl-phenyl)-acetamide | HCID 59717611 | 64% |
Reaction Steps
To a stirred solution of N-(2-bromo-4-chloro-phenyl)-acetamide (2 g, 8 mmol) in toluene (20 mL) was added tributyl(vinyl)tin (3.05 mL, 10.5 mmol) and dichlorobis(triphenylphosphine)palladium (II) (1.41 g, 2 mmol). The reaction mixture was heated at 95° C. for 1 hour, and the solvent removed in vacuo. The residue obtained was purified by flash chromatography eluting with 20% ethyl acetate/CH2Cl2 to give N-(4-Chloro-2-vinyl-phenyl)-acetamide (1 g, 64%). HPLC: Rt=2.16 min. m/z=196 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07417040B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-c7e0da0fa4614e29a3c285ba073b6a82 |
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| Source note | uspto-grants-2008_08 |
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