Acetic Acid → HCID 58541065, compound

HRID 1626902Notes

Reaction equation

HRID 1626902 reaction equation
C([O:3][C:4](=[O:24])[CH:5]([C:7]1[CH:23]=[CH:22][C:10]2[N:11]=[C:12]([NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[S:13][C:9]=2[CH:8]=1)[CH3:6])C.[OH-].[Na+].C(O)(=O)C>C1COCC1.O>[C:18]([O:17][C:15]([NH:14][C:12]1[S:13][C:9]2[CH:8]=[C:7]([CH:5]([CH3:6])[C:4]([OH:24])=[O:3])[CH:23]=[CH:22][C:10]=2[N:11]=1)=[O:16])([CH3:21])([CH3:19])[CH3:20]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 86631241HCID 86631241, compound

Product 1

HCID 58541065HCID 58541065, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5 (239 mg, 1 mmol) in THF (10 ml) and H2O (10 ml) is stirred at room temperature. Sodium hydroxide (68.2 mg, 2.5 mmol) is added to the mixture. The reaction mixture is stirred for 15 h at room temperature. The reaction mixture is acidified to pH 3-4 with acetic acid. Water is added to the mixture and extracted with dichloromethane. The organic layer is dried over magnesium sulfate, filtered and concentrated in vacuo. Yield: quantitative.

Workup

  1. stirringThe reaction mixture is stirred for 15 h at room temperature
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic layer is dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-439b82f3c41a411e9e23550e5dde9f25
Source dataset
uspto-grants-2014_07
Patent number
US08785474B2

Reaction notes

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