Sodium Hydroxide → HCID 10139547, compound

HRID 1354086Notes

Reaction equation

HRID 1354086 reaction equation
[CH2:1]([N:9]1[C:14](=[O:15])[CH2:13][N:12]([S:16]([C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH:29]=[CH:28][CH:27]=[CH:26]3)=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH:11]([C:30]([O:32]C)=[O:31])[CH2:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[OH-].[Na+]>C1COCC1>[CH2:1]([N:9]1[C:14](=[O:15])[CH2:13][N:12]([S:16]([C:19]2[CH:20]=[CH:21][C:22]([N:25]3[CH:29]=[CH:28][CH:27]=[CH:26]3)=[CH:23][CH:24]=2)(=[O:17])=[O:18])[CH:11]([C:30]([OH:32])=[O:31])[CH2:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21103285HCID 21103285, compound

Product 1

HCID 10139547HCID 10139547, compoundYield 37.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound of Example 57 (0.19 g, 0.4 mmol) was dissolved in 5 mL of THF, and 1 mL of 2N NaOH was added dropwise at 0° C. After reaction at room temperature for 3 hours, the reactant was concentrated under reduced pressure and acidified with a 2N HCl aqueous solution, extracted with ethyl acetate, and concentrated under reduced pressure. It was then recrystallized with hexane and ethyl acetate to obtain an ivory colored compound (0.07 g, yield 28%).

Workup

  1. customAfter reaction at room temperature for 3 hours
  2. concentrationthe reactant was concentrated under reduced pressure
  3. extractionextracted with ethyl acetate
  4. concentrationconcentrated under reduced pressure
  5. customIt was then recrystallized with hexane and ethyl acetate

Sources & evidence

ORD record
ord-a19aaac98b144a55a1517012bac9ac45
Source dataset
uspto-grants-2007_05
Patent number
US07223751B2

Reaction notes

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