Potassium Hydroxide → HCID 13957693, compound

HRID 1761346Notes

Reaction equation

HRID 1761346 reaction equation
[F:1][CH:2]([F:26])[C:3]1[C:8]([C:9]([O:11]CC)=[O:10])=[C:7]([CH2:14][CH2:15][CH3:16])[C:6]([C:17]([O:19]CC)=[O:18])=[C:5]([C:22]([F:25])([F:24])[F:23])[N:4]=1.[OH-].[K+]>CO>[F:26][CH:2]([F:1])[C:3]1[C:8]([C:9]([OH:11])=[O:10])=[C:7]([CH2:14][CH2:15][CH3:16])[C:6]([C:17]([OH:19])=[O:18])=[C:5]([C:22]([F:25])([F:23])[F:24])[N:4]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13957668HCID 13957668, compound

Product 1

HCID 13957693HCID 13957693, compoundYield 24.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 20.1 g (0.0525 mole) of the product of Example 13, 11.4 g of 85% KOH, and 100 ml of methanol is held at reflux for 19 hours and concentrated. The residue is treated with 200 ml of water and extracted with ether. The aqueous layer is separated and acidified with 30 ml of concentrated HCl. The oily precipitate is extracted into ether and the ether extract is dried and concentrated. The residue is recrystallized from chloroform to give 4.2 g (24%) of the desired product, m.p. 235.5°-236.5° C.

Workup

  1. temperatureat reflux for 19 hours
  2. concentrationconcentrated
  3. additionThe residue is treated with 200 ml of water
  4. extractionextracted with ether
  5. customThe aqueous layer is separated
  6. extractionThe oily precipitate is extracted into ether
  7. extractionthe ether extract
  8. customis dried
  9. concentrationconcentrated
  10. customThe residue is recrystallized from chloroform

Sources & evidence

ORD record
ord-73deac5272e8480fbe5a2f1d91df7b35
Source dataset
uspto-grants-1989_05
Patent number
US04826530

Reaction notes

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