Water → HCID 86699130, compound

HRID 1424231Notes

Reaction equation

HRID 1424231 reaction equation
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][C:9]([NH:12]C(=O)C)=[C:8]([N+:16]([O-:18])=[O:17])[CH:7]=1)([CH3:5])[CH2:3][CH3:4].O.[OH-].[Na+]>CO>[CH3:5][C:2]([C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]([N+:16]([O-:18])=[O:17])[CH:7]=1)([CH3:1])[CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86699137HCID 86699137, compound

Product 1

HCID 86699130HCID 86699130, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of N-[4-(1,1-dimethylpropyl)-2-nitrophenyl]acetamide (Preparation 95, 15 g, 60 mmol) in MeOH:water (120 mL:80 mL) at 0° C. was added sodium hydroxide (5 g, 125.4 mmol) and the reaction stirred at room temperature for 18 hours. The reaction was concentrated in vacuo and extracted with EtOAc. The organic layer was collected, dried over Na2SO4 and concentrated in vacuo to afford the title compound (11 g, 88%).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. extractionextracted with EtOAc
  3. customThe organic layer was collected
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c3822b95e17643e2a3c1bc52ec55d8b7
Source dataset
uspto-grants-2015_01
Patent number
US08927587B2

Reaction notes

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