Hydrochloric Acid → HCID 18001027, compound

HRID 1870446Notes

Reaction equation

HRID 1870446 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-cyclohexyl-benzoyl)-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-03e51653ecd946199b4c03709b141f50
Source dataset
uspto-grants-2000_08
Patent number
US06096735

Reaction notes

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