Water → HCID 178526652, compound

HRID 1370100Notes

Reaction equation

HRID 1370100 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[NH2:15][C@H:16]1[CH2:21][CH2:20][C@H:19]([OH:22])[CH2:18][CH2:17]1.O>CN(C)C=O>[OH:22][C@H:19]1[CH2:20][CH2:21][C@H:16]([NH:15][C:2]2[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=2[N+:12]([O-:14])=[O:13])[CH2:17][CH2:18]1

Participants

5

Reactant 3

HCID 962WaterHCID 677784-Fluoro-3-nitrobenzotrifluorideHCID 178511715HCID 178511715, compound

Product 1

HCID 178526652HCID 178526652, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 4-fluoro-3-nitrobenzotrifluoride (4 g) in N,N-dimethylformamide (40 mL) was added trans-4-aminocyclohexanol (6.61 g), and the mixture was stirred at 90° C. for 4 hours under nitrogen atmosphere. After cooling to room temperature, water was added to the mixture. The resulting precipitate was collected by filtration and washed with water to give 4-(trans-4-hydroxycyclohexylamino)-3-nitrobenzotrifluoride (5.4 g) as a yellow solid.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-c84e4d2fd8d3485cb669fd6d2ea1c98b
Source dataset
uspto-grants-2003_06
Patent number
US06582351B1

Reaction notes

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