Bromopropiolic acid synthesis
- Product Name:Bromopropiolic acid
- CAS Number:16900-53-1
- Molecular formula:C3HBrO2
- Molecular Weight:148.94
471-25-0
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Yield:16900-53-1 42%
Reaction Conditions:
with NBS;silver(I) nitrate in propan-2-one at 20; for 4 h;
Steps:
3-Bromopropiolic acid (16)
To a solution of propiolic acid 15 (5.0g, 71.4 mmol) in acetone were added AgNO3 (0.61 g, 3.6% mmol) and Nbromosuccinimide(15.2 g, 85.7 mmol). The reaction mixture was stirredfor 4 h at room temperature and then diluted with 10 ml DI water.The product was extracted with DCM. The organic layer was dried oversodium sulfate and concentrated in vacuo. The residue was purified bysolid silica gel chromatography using ethyl acetate/hexanes as eluent togive product 16 (4.5 g, 42%). ESI-MS m/z [C3HBrO2+H]+ 148.
References:
Zangi, Maryam;Donald, Katherine A.;Casals, Andreu Gazquez;Franson, Abaigeal D.;Yu, Alice J.;Marker, Elise M.;Woodson, Molly E.;Campbell, Scott D.;Mottaleb, M. Abdul;Narayana Hajay Kumar, Tanguturi Venkata;Reddy, Makala Shakar;Raghava Reddy, Lingala Vijaya;Sadhukhan, Subir Kumar;Griggs, David W.;Morrison, Lynda A.;Meyers, Marvin J. [European Journal of Medicinal Chemistry,2022,vol. 238,art. no. 114443]
107-19-7
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124-38-9
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