Sodium Hydroxide → HCID 10400178, compound

HRID 1755633Notes

Reaction equation

HRID 1755633 reaction equation
[OH-].[Na+].[C:3]([N:7]1[C:13](=[O:14])[C:12]2[CH:15]=[C:16]([C:19]#[C:20][Si](C)(C)C)[CH:17]=[CH:18][C:11]=2[NH:10][C:9](=[O:25])[CH2:8]1)([CH3:6])([CH3:5])[CH3:4]>CO>[C:3]([N:7]1[C:13](=[O:14])[C:12]2[CH:15]=[C:16]([C:19]#[CH:20])[CH:17]=[CH:18][C:11]=2[NH:10][C:9](=[O:25])[CH2:8]1)([CH3:6])([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10381871HCID 10381871, compound

Product 1

HCID 10400178HCID 10400178, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1N Sodium hydroxide solution (3.4 mL) is added to a suspension of 4-tert-butyl-3,4-dihydro-7-[(trimethylsilyl)ethynyl]-1H-1,4-benzodiazepine-2,5-dione (1.0 g, 3.0 mmol) in methanol. The reaction mixture is stirred at room temperature for 2 hours, concentrated in vacuo and extracted with ethyl acetate. The combined organic extracts are washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title product as a light brown solid (0.66 g, mp 216°-219° C.).

Workup

  1. concentrationconcentrated in vacuo
  2. extractionextracted with ethyl acetate
  3. washThe combined organic extracts are washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4f93d5644ae94f789602a51cc542e1d8
Source dataset
uspto-grants-1995_08
Patent number
US05438035

Reaction notes

Loading…