Sodium Hydroxide → HCID 19607905, compound

HRID 1603119Notes

Reaction equation

HRID 1603119 reaction equation
C([O:3][C:4]([CH2:6][O:7][CH:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]([C:19](=[O:37])[C:20]2[CH:25]=[CH:24][C:23]([NH:26][C:27](=[O:36])[C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=3[Cl:35])=[CH:22][CH:21]=2)[CH2:11][CH2:10][CH2:9]1)=[O:5])C.[OH-].[Na+]>C(O)C>[C:4]([CH2:6][O:7][CH:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]([C:19](=[O:37])[C:20]2[CH:21]=[CH:22][C:23]([NH:26][C:27](=[O:36])[C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:29]=3[Cl:35])=[CH:24][CH:25]=2)[CH2:11][CH2:10][CH2:9]1)([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19608100HCID 19608100, compound

Product 1

HCID 19607905HCID 19607905, compoundYield 88.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Ethoxycarbonylmethoxy-1-[4-(2,4-dichlorobenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.94 g) is dissolved in ethanol (100 ml) and thereto is added 5N aqueous sodium hydroxide solution (0.50 ml). The mixture is stirred at room temperature for 2 hours. The reaction solution is concentrated under reduced pressure and to the resulting residue is added diluted hydrochloric acid and then extracted with dichloromethane. The extract is dried over magnesium sulfate and the solvent is distilled off. The resulting residue is washed with n-hexane and collected by filtration to give 5-carboxymethoxy-1-[4-(2,4-dichlorobenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.79 g) as colorless amorphous.

Workup

  1. concentrationThe reaction solution is concentrated under reduced pressure and to the resulting residue
  2. additionis added diluted hydrochloric acid
  3. extractionextracted with dichloromethane
  4. dry with materialThe extract is dried over magnesium sulfate
  5. distillationthe solvent is distilled off
  6. washThe resulting residue is washed with n-hexane
  7. filtrationcollected by filtration

Sources & evidence

ORD record
ord-34ae29a93e014685a3057983ad7d9296
Source dataset
uspto-grants-1999_11
Patent number
US05985869

Reaction notes

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