Hydrochloric Acid → HCID 14013846, compound

HRID 1763153Notes

Reaction equation

HRID 1763153 reaction equation
[F:1][CH:2]([F:24])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([NH2:18])[C:4]=1[C:19]([O:21]CC)=[O:20].[OH-].[Na+].Cl>C(O)C>[F:12][C:9]([F:10])([F:11])[C:7]1[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([NH2:18])[C:4]([C:19]([OH:21])=[O:20])=[C:3]([CH:2]([F:1])[F:24])[N:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14013845HCID 14013845, compound

Product 1

HCID 14013846HCID 14013846, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of 122.5 g (0.344 mol) of product of Example 100 in 125 ml of ethanol was added 137 ml of 10% NaOH (0.344 mol) slowly. After stirring at room temperature of 1 hour, reaction was complete (19F-NMR). The solution was poured into 1 L of 10% HCl and extracted with 500 ml of ether. The ether layer was washed with one 500 ml portion of 10% HCl, dried (CaSO4), filtered and concentrated to 100 g (87%) of off-white solid; mp 142.5°-151° C. Recrystallization from chloroform gave an analytical sample; mp 169.5°-171° C.

Workup

  1. customreaction
  2. extractionextracted with 500 ml of ether
  3. washThe ether layer was washed with one 500 ml portion of 10% HCl
  4. dry with materialdried (CaSO4)
  5. filtrationfiltered
  6. concentrationconcentrated to 100 g (87%) of off-white solid
  7. customRecrystallization from chloroform
  8. customgave an analytical sample

Sources & evidence

ORD record
ord-989193f056e44d6085574d81b91aed29
Source dataset
uspto-grants-1989_05
Patent number
US04835279

Reaction notes

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