Hydrochloric Acid → HCID 18001027, compound

HRID 478354Notes

Reaction equation

HRID 478354 reaction equation
C([O:3][C:4]([CH2:6][CH:7]1[C:13]2[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=2[N:11]([C:19](=[O:32])[C:20]2[CH:25]=[CH:24][C:23]([CH:26]3[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]3)=[CH:22][CH:21]=2)[CH2:10][CH2:9][CH2:8]1)=[O:5])C.[OH-].[Na+].Cl>C(O)C>[C:4]([CH2:6][CH:7]1[C:13]2[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=2[N:11]([C:19](=[O:32])[C:20]2[CH:25]=[CH:24][C:23]([CH:26]3[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]3)=[CH:22][CH:21]=2)[CH2:10][CH2:9][CH2:8]1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18001046HCID 18001046, compound

Product 1

HCID 18001027HCID 18001027, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 5-ethoxycarbonylmethyl-7-chloro-1-(4-cyclohexylbenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine (2 g) in ethanol (20 ml) is added a 5N aqueous sodium hydroxide solution (5 ml), and the mixture is stirred at room temperature overnight. The reaction solution is acidified with hydrochloric acid, and the mixture is extracted with dichloromethane. The extract is washed with water, dried over magnesium sulfate, and evaporated to remove the solvent to give 5-carboxymethyl-7-chloro-1-(4-cyclohexylbenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine (1.8 g) in colorless amorphous.

Workup

  1. extractionthe mixture is extracted with dichloromethane
  2. washThe extract is washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated
  5. customto remove the solvent

Sources & evidence

ORD record
ord-71e6db660f764885b32cbefca42cc9b9
Source dataset
uspto-grants-2003_11
Patent number
US06642223B2

Reaction notes

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