Sodium Hydroxide → HCID 16124516, compound

HRID 1686378Notes

Reaction equation

HRID 1686378 reaction equation
[OH-].[Na+].C([O:5][C:6](=[O:27])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([O:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:24])=[O:23])=[CH:18][C:17]=2[Cl:26])[CH:9]=1)C>O.C1COCC1>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([CH2:7][C:6]([OH:27])=[O:5])=[CH:9][C:10]=1[O:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([CH3:25])(=[O:23])=[O:24])=[CH:18][C:17]=1[Cl:26]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86625033HCID 86625033, compound

Product 1

HCID 16124516HCID 16124516, compoundYield 77.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Sodium hydroxide (0.72 g) in water (40 ml) was added to the product from step (v) (3.6 g) in THF (40 ml) and stirred at RT overnight. The reaction was quenched with 2M HCl, extracted with EtOAc, dried (MgSO4) and evaporated under reduced pressure. The residue was recrystallised from EtOAc/isohexane to give the subtitle compound (2.6 g).

Workup

  1. customThe reaction was quenched with 2M HCl
  2. extractionextracted with EtOAc
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure
  5. customThe residue was recrystallised from EtOAc/isohexane

Sources & evidence

ORD record
ord-89010eba0c2440a6a151a50978754ab3
Source dataset
uspto-grants-2012_04
Patent number
US08148572B2

Reaction notes

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