Phenylacetylene → HCID 11217767, compound

HRID 2213969Notes

Reaction equation

HRID 2213969 reaction equation
[CH:1]#[C:2][CH2:3][CH2:4][CH2:5]C.C1(C#C)C=CC=CC=1.[Cl:15][C:16]1[CH:23]=[CH:22][C:19]([C:20]#N)=[CH:18][CH:17]=1>C(C1C=CC(C#CCCCC)=CC=1)#CCCCC.C(#N)C1C=CC=CC=1>[Cl:15][C:16]1[CH:23]=[CH:22][C:19]([C:20]#[C:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:18][CH:17]=1

Participants

6

Reactant 3

HCID 10821PhenylacetyleneHCID 121634-ChlorobenzonitrileHCID 127321-Hexyne

Product 1

HCID 11217767HCID 11217767, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 11831501HCID 11831501, compoundCatalystHCID 7505BenzonitrileSolvent

Procedure

The procedure was identical to Example 2, with the exception that 1-hexyne (0.450 ml; 0.329 g; 4.00 mmol) was used as a substrate instead of phenylacetylene and 4-chlorobenzonitrile (0.275 g; 2.00 mmol) was used as a substrate instead of benzonitrile. GC analysis of the organic phase of the hydrolyzed reaction sample after 20 h at 65° C. showed the presence of 1.29 mmol (65% yield) of 1-chloro-4-(1-hexynyl)benzene, 0.10 mmol 1,4-bis(1-hexynyl)benzene and no remaining 4-chlorobenzonitrile in the reaction mixture.

Sources & evidence

ORD record
ord-d9a3b0de11cb4ccf8303f120daa1260a
Source dataset
uspto-grants-2006_09
Patent number
US07105707B2

Reaction notes

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