4-Cyanopyridine → HCID 11229223, compound

HRID 2213965Notes

Reaction equation

HRID 2213965 reaction equation
[CH:1]#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]C.C1(C#C)C=CC=CC=1.[C:17]([C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)#N>C(#N)C1C=CC=CC=1>[C:17]([C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1)#[C:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 75064-CyanopyridineHCID 10821PhenylacetyleneHCID 123701-Octyne

Product 1

HCID 11229223HCID 11229223, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 7505BenzonitrileSolvent

Procedure

The procedure was identical to Example 2, with the exception that 1-octyne (0.590 ml; 0.441 g; 4.00 mmol) was used as a substrate instead of phenylacetylene and 4-cyanopyridine (0.208 g; 2.00 mmol) was used as a substrate instead of benzonitrile. GC analysis of the organic phase of the hydrolyzed reaction sample after 21 h at room temperature showed the presence of 1.60 mmol (80% yield) of 4-(1-octynyl)pyridine and no remaining 4-cyanopyridine in the reaction mixture.

Sources & evidence

ORD record
ord-886c6ea6b49948b4bd3f9d6aeea1c775
Source dataset
uspto-grants-2006_09
Patent number
US07105707B2

Reaction notes

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