Potassium Hydroxide → 2-(2-Morpholin-4-ylethoxy)-4-(trifluoromethyl)benzonitrile

HRID 1181441Notes

Reaction equation

HRID 1181441 reaction equation
[N+]([C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7])([O-])=O.[N:16]1([CH2:22][CH2:23][OH:24])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.[OH-].[K+]>CN(C=O)C.O>[N:16]1([CH2:22][CH2:23][O:24][C:4]2[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=2[C:6]#[N:7])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 611632-MorpholinoethanolHCID 699022-Nitro-4-(trifluoromethyl)benzonitrile

Product 1

HCID 695226892-(2-Morpholin-4-ylethoxy)-4-(trifluoromethyl)benzonitrile

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-nitro-4-trifluoromethyl benzonitrile (0.5 g, 2.3 mmol) and 2-morpholin-4-yl-ethanol (0.37 g, 0.34 ml, 2.8 mmol) in DMF (4 ml) was added dropwise a solution of KOH (0.23 g, 4.1 mmol) in water (1.5 ml). After 10 min the reaction was poured into ice water and the white crystalline product collected by filtration, washed with water and dried (0.5 g, 72%).

Workup

  1. filtrationthe white crystalline product collected by filtration
  2. washwashed with water
  3. customdried (0.5 g, 72%)

Sources & evidence

ORD record
ord-e701873f009f44ac98125873eaa642c3
Source dataset
uspto-grants-2007_10
Patent number
US07285563B2

Reaction notes

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