반응 #81487
ord-668fa649768f42729a13b928e0334dce
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1추출extracted with ether
- 2세척the organic layer was washed with water (2x), brine
- 3건조dried over magnesium sulfate
- 4농축The organic solution was concentrated in vacuo
- 5기타the residue was purified by MPLC (silica gel 60, hexane/ethyl acetate, 1:1)
실험 절차
A suspension of 3 g (15.1 mmol) of 2-acetyl-6-bromopyridine, 0.89 g (15.9 mmol) of propargyl alcohol, 0.078 g of CuI, 300 mg of PdCl2 (P(Ph)3)2 in 60 ml of triethylamine was stirred under nitrogen at room temperature for 6 h. The mixture was diluted with water, extracted with ether, and the organic layer was washed with water (2x), brine, and dried over magnesium sulfate. The organic solution was concentrated in vacuo and the residue was purified by MPLC (silica gel 60, hexane/ethyl acetate, 1:1) to afford 1.3 g (50%) of 2-acetyl-6-(3-hydroxy-2-propynyl)pyridine, as a solid product.