p-Fluoronitrobenzene → HCID 18184777, compound

HRID 1358377Notes

Reaction equation

HRID 1358377 reaction equation
[H-].[Na+].[CH3:3][C:4]1([CH3:13])[CH2:9][C:8]([CH3:11])([CH3:10])[CH2:7][CH:6]([OH:12])[CH2:5]1.F[C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1>CN(C)C=O>[CH3:10][C:8]1([CH3:11])[CH2:9][C:4]([CH3:13])([CH3:3])[CH2:5][CH:6]([O:12][C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)[CH2:7]1

Participants

5

Reactant 3

HCID 9590p-FluoronitrobenzeneHCID 24758Sodium hydrideHCID 758513,3,5,5-Tetramethylcyclohexanol

Product 1

HCID 18184777HCID 18184777, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
45 °C

Procedure

1.3 g of sodium hydride are added to a solution of 7.8 g of 3,3,5,5-tetramethylcyclohexanol in 50 ml of dimethylformamide, and the mixture is stirred at 40-50° C. for 30 min. A total of 7.0 g of 4-fluoronitrobenzene are then added a little at a time, and the mixture is subsequently heated at 100° C. for three hours and cooled to room temperature. 250 ml of ice-water are added, the mixture is stirred and the resulting solid is filtered off with suction and dried under reduced pressure.

Workup

  1. temperaturethe mixture is subsequently heated at 100° C. for three hours
  2. temperaturecooled to room temperature
  3. stirringthe mixture is stirred
  4. filtrationthe resulting solid is filtered off with suction
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-f4cff05a2f0349009ac5fb6b22eaf54f
Source dataset
uspto-grants-2003_07
Patent number
US06596742B1

Reaction notes

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