Propargyl alcohol → 2-Acetyl-6-(3-hydroxy-2-propynyl)pyridine
반응식
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6](Br)[N:5]=1)(=[O:3])[CH3:2].[CH2:11]([OH:14])[C:12]#[CH:13]>C(N(CC)CC)C.O.[Cu]I>[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:13][C:12]#[C:11][OH:14])[N:5]=1)(=[O:3])[CH3:2]참가 물질
6
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.
후처리
- extractionextracted with ether
- washthe organic layer was washed with water (2x), brine
- dry with materialdried over magnesium sulfate
- concentrationThe organic solution was concentrated in vacuo
- customthe residue was purified by MPLC (silica gel 60, hexane/ethyl acetate, 1:1)
출처 및 근거
- ORD 기록
- ord-668fa649768f42729a13b928e0334dce
- 출처 데이터셋
- uspto-grants-1997_04
- 특허 번호
- US05618821
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