Potassium Hydroxide → HCID 67199911, compound

HRID 550354Notes

Reaction equation

HRID 550354 reaction equation
[Br:1][C:2]1[C:3]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[C:4]([CH:10]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:12]=1)[C:5]([O:7]CC)=[O:6].[OH-].[K+]>C(O)C>[Br:1][C:2]1[C:3]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[C:4]([CH:10]=[C:11]([C:13]([F:15])([F:16])[F:14])[CH:12]=1)[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 67201324HCID 67201324, compound

Product 1

HCID 67199911HCID 67199911, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 3-bromo-2-piperid-1-yl-5-trifluoromethylbenzoate (830 mg; 1 eq.) in ethanol (30 ml) is added potassium hydroxide (610 mg; 5 eq.). After stirring at reflux for 2 hours, the reaction medium is evaporated to dryness, taken up in water (20 ml) and acidified with 1N HCl. The precipitate is filtered off by suction, washed with water and dried. 600 mg of 3-bromo-2-piperid-1-yl-5-trifluoromethylbenzoic acid are obtained in the form of a white solid.

Workup

  1. temperatureat reflux for 2 hours
  2. customthe reaction medium is evaporated to dryness
  3. filtrationThe precipitate is filtered off by suction
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-295b8818a64744698d0e68a2313c1a57
Source dataset
uspto-grants-2011_05
Patent number
US07947675B2

Reaction notes

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