Phenylacetylene → HCID 11298050, compound

HRID 2213970Notes

Reaction equation

HRID 2213970 reaction equation
[CH:1]#[C:2][CH2:3][CH2:4][CH2:5]C.C1(C#C)C=CC=CC=1.[O:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[C:20]#N>C(#N)C1C=CC=CC=1>[C:20]([C:16]1[O:15][CH:19]=[CH:18][CH:17]=1)#[C:1][CH2:2][CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 3

HCID 10821PhenylacetyleneHCID 127321-HexyneHCID 692452-Furonitrile

Product 1

HCID 11298050HCID 11298050, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 7505BenzonitrileSolvent

Procedure

The procedure was identical to Example 1, with the exception that 1-hexyne (0.450 ml; 0.329 g; 4.00 mmol) was used as a substrate instead of phenylacetylene and 2-furonitrile (0.175 ml; 0.186 g; 2.00 mmol) was used as a substrate instead of benzonitrile. GC analysis of the organic phase of the hydrolyzed reaction sample after 4 h at 65° C. showed the presence of 1.38 mmol (69% yield) of 2-(1-hexynyl)furan and no remaining 2-furonitrile in the reaction mixture.

Sources & evidence

ORD record
ord-a2f8a0b8af5f4f7a82db255b25d6d2d2
Source dataset
uspto-grants-2006_09
Patent number
US07105707B2

Reaction notes

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