Sodium borohydride → HCID 12875610, compound

HRID 2286688Notes

Reaction equation

HRID 2286688 reaction equation
[C:1]1([CH:7]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:8]2[CH2:13][CH2:12][CH:11]([N:14]=[CH:15][C:16]3[CH:21]=[CH:20][C:19]4[O:22][CH2:23][O:24][C:18]=4[CH:17]=3)[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>C(O)C>[C:25]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]2[CH2:13][CH2:12][CH:11]([NH:14][CH2:15][C:16]3[CH:21]=[CH:20][C:19]4[O:22][CH2:23][O:24][C:18]=4[CH:17]=3)[CH2:10][CH2:9]2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 12875585HCID 12875585, compound

Product 1

HCID 12875610HCID 12875610, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 4 parts of 1-(diphenylmethyl)-N-[3,4-(methylenedioxy)benzylidene]-4-piperidinamine in 100 parts by volume of ethanol, stirred at room temperature, is treated with 1 part of sodium borohydride. The resultant reaction mixture is stirred at room temperature overnight and evaporated to dryness in vacuo. The residue is partioned between 100 parts by volume of water and 100 parts by volume of chloroform and the layers separated. The acequeous layer is extracted with additional 100 parts by volume of chloroform and the chloroform layers combined. The combined chloroform fraction is washed with 150 parts by volume of water, dried over anhydrous sodium sulfate, filtered and evaporated to dryness in vacuo to yield, as a colorless oil, 1-(diphenylmethyl)-N-[3,4-(methylenedioxy)benzyl]-4-piperidinamine. This compound has the following formula ##STR38##

Workup

  1. customThe resultant reaction mixture
  2. stirringis stirred at room temperature overnight
  3. customevaporated to dryness in vacuo
  4. customthe layers separated
  5. extractionThe acequeous layer is extracted with additional 100 parts by volume of chloroform
  6. washThe combined chloroform fraction is washed with 150 parts by volume of water
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-97ce3fbdfda94afe82630458397b4730
Source dataset
uspto-grants-1981_05
Patent number
US04267318

Reaction notes

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