Sodium Hydroxide → HCID 9865634, compound

HRID 1781514Notes

Reaction equation

HRID 1781514 reaction equation
C([NH:3][CH2:4][C:5]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:6][CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][CH:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:11][CH2:10]1)=O.[OH-].[Na+]>CO>[NH2:3][CH2:4][C:5]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:6][CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][CH:12]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9888730HCID 9888730, compound

Product 1

HCID 9865634HCID 9865634, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-(5-formylamino-4,4-diphenylpentyl)-4-phenylpiperidine (2.07 g) in methanol (50 ml) was added 1N-sodium hydroxide (30 ml) and the mixture was refluxed overnight. This reaction mixture was concentrated to dryness and the group was extracted using methylene chloride and water. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated to dryness to provide the title compound (1.94 g) as yellow powder.

Workup

  1. temperaturethe mixture was refluxed overnight
  2. concentrationThis reaction mixture was concentrated to dryness
  3. extractionthe group was extracted
  4. washThe organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-8f22d5e763004e2ebbd516fb90970a8d
Source dataset
uspto-grants-1997_05
Patent number
US05633248

Reaction notes

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