Phenylacetylene → HCID 11367272, compound

HRID 2213973Notes

Reaction equation

HRID 2213973 reaction equation
[CH3:1][C:2]([CH3:6])([CH3:5])[C:3]#[CH:4].C1(C#C)C=CC=CC=1.[NH2:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)C#N>C(#N)C1C=CC=CC=1>[NH2:15][C:16]1[CH:17]=[CH:18][CH:21]=[C:22]([C:4]#[C:3][C:2]([CH3:6])([CH3:5])[CH3:1])[CH:23]=1

Participants

5

Reactant 3

HCID 10821PhenylacetyleneHCID 135123,3-Dimethyl-1-butyneHCID 167023-Aminobenzonitrile2×

Product 1

HCID 11367272HCID 11367272, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 7505BenzonitrileSolvent

Procedure

The procedure was identical to Example 2, with the exception that 3,3-dimethyl-1-butyne (0.488 ml; 0.329 g; 4.00 mmol) was used as a substrate instead of phenylacetylene and 3-aminobenzonitrile (0.236 g; 2.00 mmol) was used as a substrate instead of benzonitrile. GC analysis of the organic phase of the hydrolyzed reaction sample after 45 h at 65° C. showed the presence of 0.96 mmol (48% yield) of 1-amino-3-(3,3-dimethyl-1-butynyl)benzene and 1.00 mmol of 3-aminobenzonitrile remaining in the reaction mixture.

Sources & evidence

ORD record
ord-51bb9d7c6d1e4a549bd83cf44d153143
Source dataset
uspto-grants-2006_09
Patent number
US07105707B2

Reaction notes

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