Sodium Hydroxide → HCID 71238308, compound

HRID 340076Notes

Reaction equation

HRID 340076 reaction equation
C(OC([N:8]1[C:12]2[CH2:13][CH2:14][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:16][CH2:17][C:11]=2[N:10]=[CH:9]1)=O)(C)(C)C.[OH-].[Na+]>CO>[C:21]([O:20][C:18]([N:15]1[CH2:16][CH2:17][C:11]2[N:10]=[CH:9][NH:8][C:12]=2[CH2:13][CH2:14]1)=[O:19])([CH3:24])([CH3:22])[CH3:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 71237786HCID 71237786, compound

Product 1

HCID 71238308HCID 71238308, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4,5,7,8-tetrahydro-imidazo[4,5-d]azepine-1,6-dicarboxylic acid di-tert-butyl ester (Preparation 26, 6.87 g, 20.37 mmol) in methanol (60 mL) was added an aqueous 1M solution of sodium hydroxide (40.7 mL, 40.7 mmol). The resulting mixture was stirred at room temperature for 2 hours and then concentrated in vacuo. The residue was partitioned between DCM (100 mL) and water (100 mL). The organic layer was dried over MgSO4 and concentrated in vacuo to give the title compound as a brown foam (4.8 g) in a 99% yield.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between DCM (100 mL) and water (100 mL)
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-cc3e2c09ca574031baaeff4e2ab4b4e1
Source dataset
uspto-grants-2014_11
Patent number
US08895544B2

Reaction notes

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