Potassium Hydroxide → HCID 20594186, compound

HRID 905969Notes

Reaction equation

HRID 905969 reaction equation
C(O[C:4]([C:6]1(C)[C:12](=[O:13])[CH2:11][CH2:10][N:9]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:8][CH2:7]1)=O)C.[OH-].[K+]>O1CCOCC1>[C:17]([O:16][C:14]([N:9]1[CH2:10][CH2:11][C:12](=[O:13])[CH:6]([CH3:4])[CH2:7][CH2:8]1)=[O:15])([CH3:20])([CH3:18])[CH3:19]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 67385631HCID 67385631, compound

Product 1

HCID 20594186HCID 20594186, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of compound 4-methyl-5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester (2.5 g, 8.36 mmol) in dioxane (20 mL) was added 2 M aqueous KOH (20 mL) at 25° C. The resulting solution was stirred at 100° C. for 24 hours before being cooled to RT and extracted twice with EtOAC. The combined organic layers were dried (Na2SO4), filtered, and evaporated to give 1.8 g of 4-methyl-5-oxo-azepane-1-carboxylic acid tert-butyl ester (95% yield).

Workup

  1. temperaturebefore being cooled to RT
  2. extractionextracted twice with EtOAC
  3. dry with materialThe combined organic layers were dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-9aaf8e38448241be8104c0f5260a890f
Source dataset
uspto-grants-2011_09
Patent number
US08012974B2

Reaction notes

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