Sodium Hydroxide → HCID 22329230, compound

HRID 586916Notes

Reaction equation

HRID 586916 reaction equation
[C:1]([N:5]1[C:11]2[CH:12]=[CH:13][C:14]([O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][CH3:22])=[CH:15][C:10]=2[CH:9]=[C:8]([C:23]([O:25]C)=[O:24])[CH2:7][CH2:6]1)(=[O:4])[CH2:2][CH3:3].[OH-].[Na+]>CO.C1COCC1>[C:1]([N:5]1[C:11]2[CH:12]=[CH:13][C:14]([O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][CH3:22])=[CH:15][C:10]=2[CH:9]=[C:8]([C:23]([OH:25])=[O:24])[CH2:7][CH2:6]1)(=[O:4])[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22329025HCID 22329025, compound

Product 1

HCID 22329230HCID 22329230, compoundYield 104%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

In methanol (25 ml) and THF (25 ml) was dissolved methyl 1-propionyl-7-(2-propoxyethoxy)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.2 g), and to the solution was added 1N sodium hydroxide solution (5 ml). The mixture was stirred at room temperature overnight, concentrated, and then neutralized with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried with anhydrous magnesium sulfate. The solvent was evaporated to give 1-propionyl-7-(2-propoxyethoxy)-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid (0.2 g) as colorless crystals.

Workup

  1. concentrationconcentrated
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-515d2e2259e24854a3f75045f864fa1c
Source dataset
uspto-grants-2005_08
Patent number
US06936602B1

Reaction notes

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