Sodium Hydroxide → HCID 19099437, compound

HRID 1975367Notes

Reaction equation

HRID 1975367 reaction equation
[CH:1]([O:4][CH2:5][CH2:6][N:7]([C:15]1[CH:37]=[CH:36][C:18]([C:19]([N:21]2[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)[CH2:23][CH2:22]2)=[O:20])=[CH:17][CH:16]=1)[C:8](=[O:14])[CH2:9][O:10]C(=O)C)([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C.O>[ClH:35].[CH:1]([O:4][CH2:5][CH2:6][N:7]([C:15]1[CH:37]=[CH:36][C:18]([C:19]([N:21]2[CH2:22][CH2:23][N:24]([CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)[CH2:25][CH2:26]2)=[O:20])=[CH:17][CH:16]=1)[C:8](=[O:14])[CH2:9][OH:10])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 19099496HCID 19099496, compound

Product 1

HCID 19099437HCID 19099437, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1.2 g of 1-{4-[N-(2-isopropyloxyethyl)-N-acetoxyacetylamino]benzoyl}-4-[2-(4-chlorophenyl)ethyl]piperazine (Example 41) are dissolved in 20 ml of ethanol. 1.5 ml of 2N sodium hydroxide solution in 5 ml of water are added thereto, and the mixture is stirred at RT for one hour. After concentration by evaporation, the residue is dissolved in ethyl acetate and washed with water. Concentration by evaporation and treatment with ethereal hydrochloric acid yield 1-{4-[N-(2-isopropyloxyethyl)-N-hydroxyacetylamino]benzoyl}-4-[2-(4-chlorophenyl)ethyl]piperazine hydrochloride having a melting point of 99°-101°.

Workup

  1. concentrationAfter concentration
  2. customby evaporation
  3. dissolutionthe residue is dissolved in ethyl acetate
  4. washwashed with water
  5. concentrationConcentration
  6. customby evaporation and treatment with ethereal hydrochloric acid

Sources & evidence

ORD record
ord-8aa5fbd2b5b34392b8522218ebd57400
Source dataset
uspto-grants-1994_02
Patent number
US05286728

Reaction notes

Loading…