Sodium Hydroxide → HCID 54244181, compound

HRID 648648Notes

Reaction equation

HRID 648648 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:21][C:22]([CH2:24][C:25]2[CH:35]=[CH:34][C:28]([C:29](OCC)=[O:30])=[CH:27][CH:26]=2)=[O:23])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O1CCCC1>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:21][C:22]([CH2:24][C:25]2[CH:26]=[CH:27][C:28]([CH2:29][OH:30])=[CH:34][CH:35]=2)=[O:23])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 13281038HCID 13281038, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 54244181HCID 54244181, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Two and one-half grams (5.3 m mol) of ethyl 4-{N-[α-(4-methyl-phenyl)-2-piperidino-benzyl]-aminocarbonylmethyl}-benzoate were added in batches to a suspension of 0.5 gm (13.2 m mol) of lithium aluminium hydride in 50 ml of absolute tetrahydrofuran. The mixture was stirred for a further 30 minutes at ambient temperature, decomposed by the dropwise addition of 4N sodium hydroxide solution, and filtered to remove the sodium aluminate formed. The filtrate was concentrated by evaporation, and the residue was recrystallized from a small amount of toluene.

Workup

  1. filtrationfiltered
  2. customto remove the sodium aluminate
  3. customformed
  4. concentrationThe filtrate was concentrated by evaporation
  5. customthe residue was recrystallized from a small amount of toluene

Sources & evidence

ORD record
ord-d213c3ae91d447688b11b83b93e4f6ae
Source dataset
uspto-grants-1988_04
Patent number
US04735959

Reaction notes

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