Sodium Hydroxide → HCID 19760194, compound

HRID 1586915Notes

Reaction equation

HRID 1586915 reaction equation
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][C:11]([NH:13][C:14]([C:16]3[CH:26]=[CH:25][C:19]([C:20]([O:22]CC)=[O:21])=[CH:18][CH:17]=3)=[O:15])=[CH:12][C:7]=2[C:6]([CH3:28])([CH3:27])[CH2:5][CH2:4][C:3]1=[O:29].[OH-].[Na+]>C(O)C.O>[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][C:11]([NH:13][C:14]([C:16]3[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:25][CH:26]=3)=[O:15])=[CH:12][C:7]=2[C:6]([CH3:27])([CH3:28])[CH2:5][CH2:4][C:3]1=[O:29]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19760239HCID 19760239, compound

Product 1

HCID 19760194HCID 19760194, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

1.00 g of ethyl p-[(2,3,4,5-tetrahydro-1,5,5-trimethyl-2-oxo-1H-1-benzazepin-7-yl)carbamoyl]benzoate in 75 ml of ethanol/water (2:1) was treated with 0.40 g of sodium hydroxide and the reaction mixture was stirred at room temperature overnight. Thereafter, it was poured on to ice/conc. hydrochloric acid, extracted with ethyl acetate, the extract was washed with saturated sodium chloride solution, dried and concentrated up to crystallization. There was obtained 0.79 g of p-[(2,3,4,5-tetra- hydro-1,5,5-trimethyl-2-oxo-1H-1-benzazepin-7-yl)carbamoyl]benzoic acid, m.p. >275° C.

Workup

  1. additionThereafter, it was poured on to ice/conc
  2. extractionhydrochloric acid, extracted with ethyl acetate
  3. washthe extract was washed with saturated sodium chloride solution
  4. customdried
  5. concentrationconcentrated up to crystallization

Sources & evidence

ORD record
ord-5a244e2817904d6382fcbcb748f51753
Source dataset
uspto-grants-1993_06
Patent number
US05216148

Reaction notes

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