Water → HCID 66887294, compound

HRID 1788356Notes

Reaction equation

HRID 1788356 reaction equation
C([O:3][C:4](=[O:19])[C:5]([CH3:18])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([CH3:17])(=[O:16])=[O:15])[CH3:6])C.[OH-].[Na+].O>CO>[CH3:18][C:5]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([CH3:17])(=[O:16])=[O:15])([CH3:6])[C:4]([OH:19])=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 53895565HCID 53895565, compound

Product 1

HCID 66887294HCID 66887294, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

The product of Example 46B (1.22 g) was dissolved in MeOH (8 mL) and treated with 50% NaOH (1.75 g, 21.27 mmol) and water (6 mL). The mixture was heated until all was soluble and stirred at 25° C. for 1 hr. The solvents were removed in vacuo, water (6 mL) was added and the solution acidified with HCl. The mixture was extracted with CHCl3, dried (Na2SO4), filtered and concentrated in vacuo. The residue was crystallized from ether and heptane (1:4) to yield the title compound (0.953 g), m.p. 114-116° C.

Workup

  1. temperatureThe mixture was heated until all was soluble and
  2. customThe solvents were removed in vacuo, water (6 mL)
  3. additionwas added
  4. extractionThe mixture was extracted with CHCl3
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was crystallized from ether and heptane (1:4)

Sources & evidence

ORD record
ord-c855822450f8460db8a1c3476c0ccddb
Source dataset
uspto-grants-2009_03
Patent number
US07511175B2

Reaction notes

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