Hydrochloric Acid → HCID 58124809, compound

HRID 1971669Notes

Reaction equation

HRID 1971669 reaction equation
[C:1]([N:5]([CH2:13][CH2:14][S:15][CH2:16][C:17]#[C:18][C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)[C:6](=[O:12])[C:7]([O:9]CC)=[O:8])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].Cl>O1CCOCC1.O>[C:1]([N:5]([CH2:13][CH2:14][S:15][CH2:16][C:17]#[C:18][C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)[C:6](=[O:12])[C:7]([OH:9])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58124887HCID 58124887, compound

Product 1

HCID 58124809HCID 58124809, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

A solution of 520 mg of 9f in 12 ml of dioxane and a solution of 330 mg of KOH in 2 ml of water were mixed and stirred for 4 h at ambient temperature. The reaction mixture was diluted with 20 ml of water and acidified with cold 0.5 HCl to pH3. The product was extracted into ethyl acetate. The extract was washed once with water, dried and concentrated to provide 480 mg of acid 9g as a colorless oil, which was used without further purification in the next step.

Workup

  1. extractionThe product was extracted into ethyl acetate
  2. washThe extract was washed once with water
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-090e7bfaee5842cca4606874b484b73d
Source dataset
uspto-grants-2013_04
Patent number
US08431564B2

Reaction notes

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