Benzonitrile → 1-Phenyl-1-octyne

HRID 2213961Notes

Reaction equation

HRID 2213961 reaction equation
[CH:1]#[C:2][CH2:3][CH2:4][CH2:5][CH2:6]CC.[C:9]1([C:15]#[CH:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(#N)C1C=CC=CC=1>>[C:15]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)#[C:16][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 3

HCID 7505BenzonitrileHCID 10821PhenylacetyleneHCID 123701-Octyne

Product 1

HCID 1401581-Phenyl-1-octyneYield 80%

Procedure

The procedure was identical to Example 1, with the exception that 1-octyne (0.590 ml; 0.441 g; 4.00 mmol) was used as a substrate instead of phenylacetylene. GC analysis of the organic phase of the hydrolyzed reaction sample after 18 h at 65° C. showed the presence of 1.59 mmol (80% yield) of 1-octynylbenzene, and 0.03 mmol of benzonitrile remaining in the reaction mixture.

Sources & evidence

ORD record
ord-1919de36b45a49849ca81790bf7dada5
Source dataset
uspto-grants-2006_09
Patent number
US07105707B2

Reaction notes

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