Sodium Hydroxide → HCID 22329072, compound

HRID 586862Notes

Reaction equation

HRID 586862 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[N:19]([S:20]([CH3:23])(=[O:22])=[O:21])[CH2:18][CH2:17][C:16]([C:24]([O:26]C)=[O:25])=[CH:15][C:14]=3[CH:28]=2)=[CH:6][CH:5]=1)[CH3:2].[OH-].[Na+]>CO.C1COCC1>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[N:19]([S:20]([CH3:23])(=[O:21])=[O:22])[CH2:18][CH2:17][C:16]([C:24]([OH:26])=[O:25])=[CH:15][C:14]=3[CH:28]=2)=[CH:6][CH:5]=1)[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 69746257HCID 69746257, compound

Product 1

HCID 22329072HCID 22329072, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

In methanol (25 ml) and THF (25 ml) was dissolved methyl 7-(4-ethoxyphenyl)-1-methanesulfonyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.14 g). To the solution was added 1N sodium hydroxide solution (3 ml), and the mixture was stirred at room temperature overnight and concentrated. To the residue was added water, and the mixture was neutralized with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried with evaporated to give 7-(4-ethoxyphenyl)-1-methanesulfonyl-2,3-dihydro-1H-1-benzazepine-4-carboxylic acid (0.13 g) as pale yellow crystals.

Workup

  1. concentrationconcentrated
  2. additionTo the residue was added water
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine
  5. customdried
  6. customwith evaporated

Sources & evidence

ORD record
ord-90d2325861ac4984ad9870c6871cd24b
Source dataset
uspto-grants-2005_08
Patent number
US06936602B1

Reaction notes

Loading…