Potassium Hydroxide → HCID 57211555, compound

HRID 1111077Notes

Reaction equation

HRID 1111077 reaction equation
FC(F)[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>[CH2:14]([C:7]1[C:6]([C:17]([OH:19])=[O:18])=[C:5]([C:22]([F:23])([F:24])[F:25])[N:4]=[CH:3][C:8]=1[C:9]([OH:11])=[O:10])[CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13957668HCID 13957668, compound

Product 1

HCID 57211555HCID 57211555, compoundYield 28.9%

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-cc549c3f224840998864f88e87ba3b8b
Source dataset
uspto-grants-1990_12
Patent number
US04978384

Reaction notes

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