Sodium Hydroxide → HCID 9821018, compound

HRID 636717Notes

Reaction equation

HRID 636717 reaction equation
C([O:3][C:4](=[O:28])[C:5]([NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([O:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH:23]([CH3:25])[CH3:24])[CH:17]=2)=[C:10]([C:26]#[N:27])[CH:9]=1)=[O:6])C.[OH-].[Na+]>CCO>[C:26]([C:10]1[CH:9]=[C:8]([NH:7][C:5](=[O:6])[C:4]([OH:28])=[O:3])[CH:13]=[C:12]([CH3:14])[C:11]=1[O:15][C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH:23]([CH3:24])[CH3:25])[CH:17]=1)#[N:27]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15523647HCID 15523647, compound

Product 1

HCID 9821018HCID 9821018, compoundYield 8.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-[3-cyano-4-(4-hydroxy-3-isopropyl-phenoxy)-5-methyl-phenyl]-oxamic acid ethyl ester (110 mg) and 1N aqueous sodium hydroxide (0.6 mL) in EtOH (1 mL) was stirred at ambient temperature for 10 min, partitioned between ethyl acetate/1N aqueous hydrochloric acid, the organic layer washed with brine, dried over sodium sulfate and concentrated in vacuo to afford the title compound as a colorless solid (9 mg). MS: 353.

Workup

  1. custompartitioned between ethyl acetate/1N aqueous hydrochloric acid
  2. washthe organic layer washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-54e934a6ff4a4632bebab447db979fe2
Source dataset
uspto-grants-2001_02
Patent number
US06194454B1

Reaction notes

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