Potassium Hydroxide → HCID 19372677, compound

HRID 129088Notes

Reaction equation

HRID 129088 reaction equation
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([C:6]([N:8]2[CH2:13][CH2:12][C:11](=[CH:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]([O:23]C)=[O:22])=[CH:17][C:16]=3[F:25])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[OH-].[K+]>CO.O>[C:21]([C:18]1[CH:19]=[CH:20][C:15]([CH:14]=[C:11]2[CH2:10][CH2:9][N:8]([C:6](=[O:7])[C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:27][CH:26]=3)[CH2:13][CH2:12]2)=[C:16]([F:25])[CH:17]=1)([OH:23])=[O:22]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 19372697HCID 19372697, compound

Product 1

HCID 19372677HCID 19372677, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

9.0 g of 1-(4-chlorobenzoyl)-4-[2-fluoro-4-methoxycarbonylbenzylidene]piperidine in 150 ml of methanol are treated with a solution of 4.0 g of 84% caustic potash in 100 ml of water and the mixture is stirred overnight at ambient temperature. The methanol is evaporated off, the residue is mixed water with cooling and the mixture is acidified with dilute hydrochloric acid. The precipitate is suction-filtered, washed with water and dried in vacuo. 8.6 g (95% of theory) of 4-(4-carboxy-2-fluorobenzylidene)-1-(4-chlorobenzoyl)piperidine of melting point 170°-173° C. are obtained.

Workup

  1. customThe methanol is evaporated off
  2. additionthe residue is mixed water
  3. temperaturewith cooling
  4. filtrationThe precipitate is suction-filtered
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-42946706c411449489895a0166b0be45
Source dataset
uspto-grants-1995_11
Patent number
US05466687

Reaction notes

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