Sodium Hydroxide → HCID 46738290, compound

HRID 1441750Notes

Reaction equation

HRID 1441750 reaction equation
[O:1]1[CH2:6][CH2:5]OCC1.[OH-:7].[Na+].[CH3:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:17]=C([CH:21]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:23]=2)C#N)[CH2:12][CH2:11]1>O>[CH3:9][N:10]1[CH2:15][CH2:14][N:13]([C:16]2[CH:17]=[C:5]([CH:21]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:23]=2)[C:6]([OH:1])=[O:7])[CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 68676665HCID 68676665, compound

Product 1

HCID 46738290HCID 46738290, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

A mixture consisting of 50 mL dioxane, 25 mL water and 18.75 mL 2M aqueous sodium hydroxide solution is added to 3-(4-methyl-1-piperazinyl)-5-(trifluoromethyl)-benzonitrile (2.69 g, 10 mmol) and the reaction mixture shaken for 16 hours at 95° C. After cooling, the mixture is evaporated to dryness under reduced pressure. The resulting residue is treated with water, the pH adjusted to ˜5-6 with 2M hydrochloric acid. The precipitate is filtered off and the filtrate extracted twice with n-butanol. The combined organic extracts are evaporated to yield the title compound as a solid.

Workup

  1. temperatureAfter cooling
  2. customthe mixture is evaporated to dryness under reduced pressure
  3. additionThe resulting residue is treated with water
  4. filtrationThe precipitate is filtered off
  5. extractionthe filtrate extracted twice with n-butanol
  6. customThe combined organic extracts are evaporated

Sources & evidence

ORD record
ord-43387abddb81485382b6e79ede2d9757
Source dataset
uspto-grants-2010_02
Patent number
US07655669B2

Reaction notes

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