Hydrochloric Acid → HCID 178427871, compound

HRID 542133Notes

Reaction equation

HRID 542133 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[C:8]([C:9]([O:11]CC)=[O:10])=[C:7]([OH:14])[C:6]([CH3:15])=[C:5]([C:16]([F:19])([F:18])[F:17])[N:4]=1.[OH-].[K+].CO.Cl>O>[F:20][C:2]([F:1])([F:21])[C:3]1[C:8]([C:9]([OH:11])=[O:10])=[C:7]([OH:14])[C:6]([CH3:15])=[C:5]([C:16]([F:19])([F:18])[F:17])[N:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 178469144HCID 178469144, compound

Product 1

HCID 178427871HCID 178427871, compoundYield 39.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 13 g (0.041 mol) of product of Example 35, 10 g of KOH, 100 ml of methanol, 100 ml of water was held at reflux for 20 hours, cooled, and poured into ice water (500 ml) containing 20 ml of concentrated HCl. The mixture was extracted with ether. The ether solution was dried and concentrated to give a solid which was recrystallized from hexane to give 4.68 g (39%) of product; mp 161°-162° C. A second crop, 4.74 g (40%), mp 155°-159° C., was obtained from mother liquor. Total yield was 79%.

Workup

  1. temperatureat reflux for 20 hours
  2. temperaturecooled
  3. extractionThe mixture was extracted with ether
  4. dry with materialThe ether solution was dried
  5. concentrationconcentrated
  6. customto give a solid which
  7. customwas recrystallized from hexane

Sources & evidence

ORD record
ord-f95443e51cea49d3a7ed81ca9746ab34
Source dataset
uspto-grants-1987_04
Patent number
US04655816

Reaction notes

Loading…