Hydrochloric Acid → HCID 70144474, compound

HRID 990759Notes

Reaction equation

HRID 990759 reaction equation
C[C:2](=[C:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19])=[CH:10][CH:9]=1)[CH3:7])[C:3]([OH:5])=[O:4].[OH-].[K+].Cl>CO>[OH:19][CH2:18][CH2:17][CH2:16][CH2:15][O:14][C:11]1[CH:10]=[CH:9][C:8]([C:6]([CH3:7])=[CH:2][C:3]([OH:5])=[O:4])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 70144323HCID 70144323, compound

Product 1

HCID 70144474HCID 70144474, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 300 ml three neck distillation flask, the compound prepared above in (6b) (20.4 g, 77.2 mmol) and methanol (50 ml) were placed. To the flask, aqueous solution (30 ml) of potassium hydroxide (8.66 g, 154 mmol) was dropwise added. After the mixture was refluxed for 2 hours, dilute hydrochloric acid was added to precipitate crystalline product. The product was collected by filtration, and recrystallized from acetonitrile to obtain the titled compounds (16.8 g, yield: 87%).

Workup

  1. distillationIn a 300 ml three neck distillation flask
  2. temperatureAfter the mixture was refluxed for 2 hours
  3. customto precipitate crystalline product
  4. filtrationThe product was collected by filtration
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-91f6c071fae24c49aa64e8f8bcd1d4b1
Source dataset
uspto-grants-2002_10
Patent number
US06461694B1

Reaction notes

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