2-(2-(p-Toluenesulfonyl)aminophenyl)-3-methyl-2-cyclopenten-1-one → 2-(2,5-Dimethylcyclopenta-1,4-dienyl)phenyl(p-toluenesulfonyl)amine

HRID 495163Notes

Reaction equation

HRID 495163 reaction equation
[C:1]1([CH3:24])[CH:6]=[CH:5][C:4]([S:7]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]2[C:18](=O)[CH2:19][CH2:20][C:21]=2[CH3:22])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[Li][CH3:26]>>[CH3:22][C:21]1[CH2:20][CH:19]=[C:18]([CH3:26])[C:17]=1[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[NH:10][S:7]([C:4]1[CH:5]=[CH:6][C:1]([CH3:24])=[CH:2][CH:3]=1)(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 665934092-(2-(p-Toluenesulfonyl)aminophenyl)-3-methyl-2-cyclopenten-1-oneHCID 178418348HCID 178418348, compound

Product 1

HCID 665937082-(2,5-Dimethylcyclopenta-1,4-dienyl)phenyl(p-toluenesulfonyl)amine

Procedure

The same experiment as in Example 17 was carried out, using 1.000 g (2.93 mmol) of 2-(2-(p-toluenesulfonyl)aminophenyl)-3-methyl-2-cyclopenten-1-one and 3.660 ml (5.860 mmol) of MeLi (1.6 M in diethyl ether) (0.617 g, 62%).

Sources & evidence

ORD record
ord-ce3f199e42eb4b2b8581ea1bc8fabb26
Source dataset
uspto-grants-2009_05
Patent number
US07538239B2

Reaction notes

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