p-Fluoronitrobenzene → HCID 23071605, compound

HRID 905668Notes

Reaction equation

HRID 905668 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=O)=[CH:4][CH:3]=1.[CH3:11][N:12]1[CH2:16][CH2:15][CH:14](O)[CH2:13]1.[H-].[Na+]>CN1CCCC1=O>[CH3:11][N:12]1[CH2:16][CH2:15][CH:14]([C:2]2[CH:3]=[CH:4][C:5]([N:8]=[O:10])=[CH:6][CH:7]=2)[CH2:13]1

Participants

5

Reactant 3

HCID 9590p-FluoronitrobenzeneHCID 24758Sodium hydrideHCID 930741-Methyl-3-pyrrolidinol

Product 1

HCID 23071605HCID 23071605, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

4-Fluoronitrobenzene and 1-methylpyrrolidin-3-ol were allowed to undergo the reaction in 1-methylpyrrolidone in the presence of sodium hydride. The resulting compound was subjected to catalytic hydrogenation in the same manner as shown in Reference Example 3 to obtain 4-(1-methylpyrrolidin-3-yl)oxoaniline. F: 193.

Sources & evidence

ORD record
ord-9f3b0a75b3894a0da8d2fb5133183891
Source dataset
uspto-grants-2011_09
Patent number
US08012959B2

Reaction notes

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