Hydrochloric Acid → HCID 58124953, compound

HRID 1971727Notes

Reaction equation

HRID 1971727 reaction equation
[C:1]([N:5]([CH2:31][CH2:32][O:33][CH2:34][C:35]#[CH:36])[C:6](=[O:30])[C:7]([N:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][C:13]([O:21][CH:22]([CH3:24])[CH3:23])=[C:14]([O:19][CH3:20])[CH:15]=2)[CH:10]1[C:25]([O:27]CC)=[O:26])=[O:8])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].Cl>O1CCOCC1.O>[C:1]([N:5]([CH2:31][CH2:32][O:33][CH2:34][C:35]#[CH:36])[C:6](=[O:30])[C:7]([N:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][C:13]([O:21][CH:22]([CH3:24])[CH3:23])=[C:14]([O:19][CH3:20])[CH:15]=2)[CH:10]1[C:25]([OH:27])=[O:26])=[O:8])([CH3:3])([CH3:2])[CH3:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58124816HCID 58124816, compound

Product 1

HCID 58124953HCID 58124953, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 280 mg of 18a in 4 ml of dioxane was mixed with 140 mg of KOH in 0.8 ml of water and stirred at 60° C. for 5 hr. The reaction mixture was cooled, diluted with 10 ml of water and acidified with cold 0.5N HCl. The product was extracted with ethyl acetate. The extract was washed twice with water, dried and concentrated, to give 264 mg of 18b as a colorless foam.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionThe product was extracted with ethyl acetate
  3. washThe extract was washed twice with water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-e386fb21c0954a199c3f08e24446b3b7
Source dataset
uspto-grants-2013_04
Patent number
US08431564B2

Reaction notes

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