Hydrochloric Acid → HCID 66919834, compound

HRID 1971719Notes

Reaction equation

HRID 1971719 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:17](=[O:37])[C:18]([N:20]([C:33]([CH3:36])([CH3:35])[CH3:34])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]#[C:27][C:28]3[S:32][CH:31]=[N:30][CH:29]=3)=[O:19])[CH:9]2[C:12]([O:14]CC)=[O:13])=[CH:4][C:3]=1[O:38][CH3:39].[OH-].[K+].Cl>O1CCOCC1.O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:17](=[O:37])[C:18]([N:20]([C:33]([CH3:34])([CH3:35])[CH3:36])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]#[C:27][C:28]3[S:32][CH:31]=[N:30][CH:29]=3)=[O:19])[CH:9]2[C:12]([OH:14])=[O:13])=[CH:4][C:3]=1[O:38][CH3:39]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58124840HCID 58124840, compound

Product 1

HCID 66919834HCID 66919834, compoundYield 94.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
55 °C

Procedure

A solution of 530 mg of 16k in 9 ml of dioxane was mixed with a solution of 300 mg of KOH in 3 ml of water and stirred at 55° C. for ½ hr. The reaction mixture was diluted with 25 ml of water and acidified with 0.5N HCl to pH3 and the product was extracted with ethyl acetate. The extract was once washed with water, dried and concentrated, to give 480 mg of 16l as colorless oil.

Workup

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

Sources & evidence

ORD record
ord-7d517c199bde4608b331d51b068c662a
Source dataset
uspto-grants-2013_04
Patent number
US08431564B2

Reaction notes

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