Hydrochloric Acid → HCID 58124793, compound

HRID 1971647Notes

Reaction equation

HRID 1971647 reaction equation
[C:1]([N:5]([CH2:13][CH2:14][CH2:15][C:16]#[C:17][C:18]1[S:19][CH:20]=[CH:21][CH:22]=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][CH2:15][C:16]#[C:17][C:18]1[S:19][CH:20]=[CH:21][CH:22]=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 58124830HCID 58124830, compound

Product 1

HCID 58124793HCID 58124793, compoundYield 87.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 300 mg of 2d in 6 ml of dioxane was added a solution of 200 mg of KOH in 2 ml of water. The mixture was stirred at 50° C. for 1 hr. After cooling to RT, 25 ml of water was added and the reaction mixture was acidified to pH3 by addition of 0.5N HCl. The product was extracted into ethyl acetate. The organic layer was washed once with water, dried and concentrated, to provide 240 mg of 2e as colorless oil;

Workup

  1. temperatureAfter cooling to RT
  2. extractionThe product was extracted into ethyl acetate
  3. washThe organic layer was washed once with water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a6b854197da64414b23e9613a9dc1d1c
Source dataset
uspto-grants-2013_04
Patent number
US08431564B2

Reaction notes

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