3-Cyanopyridine → 3-(Trimethylsilylethynyl)pyridine

HRID 2213975

반응식

HRID 2213975 반응식
[C:1]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)#N.[Li].[C-]#[C-].[Li+].[Li+].[CH3:14][Si:15]([C:18]#C)([CH3:17])[CH3:16].C([Li])CCC>C1COCC1.C(#N)C1C=CC=CC=1>[CH3:14][Si:15]([C:18]#[C:1][C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)([CH3:17])[CH3:16]

참가 물질

8

반응물 5

HCID 793-CyanopyridineHCID 66111TrimethylsilylacetyleneHCID 3028194LithiumHCID 178418339ButyllithiumHCID 178462446HCID 178462446, 화합물

생성물 1

HCID 41008573-(Trimethylsilylethynyl)pyridine수율 50%

시약·촉매·용매 2

HCID 7505Benzonitrile용매HCID 8028Tetrahydrofuran용매

실험 절차

The procedure was identical to Example 1, with the exception that 3-cyanopyridine (0.208 g; 2.00 mmol) was used as a substrate instead of benzonitrile and lithium trimethylacetylide (8.00 ml; 4.00 mmol; 0.5 M in THF) was used instead of the in situ derived lithium acetylide made from trimethylsilylacetylene and n-butyllithium. GC analysis of the organic phase of the hydrolyzed reaction sample after 20 h at 65° C. showed the presence of 1.00 mmol (50% yield) of 3-(trimethylsilylethynyl)pyridine and no remaining 3-cyanopyridine in the reaction mixture.

출처 및 근거

ORD 기록
ord-413add957c6c4ebbb468697a624be44e
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07105707B2

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