Water → HCID 13242435, compound

HRID 1649302Notes

Reaction equation

HRID 1649302 reaction equation
[CH:1]1[C:6]([C:7]([F:10])([F:9])[F:8])=[CH:5][C:4]([OH:11])=[CH:3][C:2]=1[C:12]([F:15])([F:14])[F:13].[OH-].[K+].O.[CH3:19][NH:20][C:21](=[O:24])[CH2:22]Cl>CC(C)=O>[CH3:19][NH:20][C:21](=[O:24])[CH2:22][O:11][C:4]1[CH:3]=[C:2]([C:12]([F:13])([F:14])[F:15])[CH:1]=[C:6]([C:7]([F:9])([F:8])[F:10])[CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 667732-chloro-N-methylacetamideHCID 676803,5-Bis(trifluoromethyl)phenol

Product 1

HCID 13242435HCID 13242435, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution containing 5 g (0.022 mole) of 3,5-ditrifluoromethylphenol, 1.6 g (0.024 mole) of 85% potassium hydroxide, 10 ml of water and 200 ml of acetone, 0.024 mole of N-methyl chloroacetamide was added in one portion. The stirred reaction mixture was heated at 56°-60° C. for 22 hours. After cooling to 0° C., 600 g of ice water was added and stirring continued at 0°-10° C. for 30 minutes. The resulting solid was collected by filtration, washed with water until neutral to litmus and air-dried at 25°-30° C. A product with a melting point of 98°-99° C. (determined after recrystallization from heptane) was obtained with a 24% yield.

Workup

  1. additionwas added in one portion
  2. customThe stirred reaction mixture
  3. temperaturewas heated at 56°-60° C. for 22 hours
  4. filtrationThe resulting solid was collected by filtration
  5. washwashed with water until neutral to litmus and
  6. customair-dried at 25°-30° C
  7. customA product with a melting point of 98°-99° C. (determined after recrystallization from heptane)
  8. customwas obtained with a 24% yield

Sources & evidence

ORD record
ord-e478f224fab84755a853f701e8c1d46a
Source dataset
uspto-grants-1983_11
Patent number
US04416687

Reaction notes

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