Sodium Hydroxide → (3R)-1-benzylpiperidin-3-amine

HRID 1919272Notes

Reaction equation

HRID 1919272 reaction equation
[OH-].[Na+].[CH2:3]([N:10]1[CH2:15][CH2:14][CH2:13][CH:12]([NH2:16])[CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>>[CH2:3]([N:10]1[CH2:15][CH2:14][CH2:13][C@@H:12]([NH2:16])[CH2:11]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 4216941-Benzylpiperidin-3-amine

Product 1

HCID 854130(3R)-1-benzylpiperidin-3-amine

Procedure

After the reaction liquid had been adjusted to a pH of 13 by the addition of 5 N aqueous solution of sodium hydroxide, N-benzyl-3-aminopiperidine was extracted with 1 L of toluene, and was then further extracted from the aqueous phase with 1 L of toluene. After the solvent had been distilled under reduced pressure away from a combination of the organic phases thus obtained, (R)—N-benzyl-3-aminopiperidine was purified by distillation. Thus, 17.7 g of (R)—N-benzyl-3-aminopiperidine were obtained in the form of colorless oil.

Workup

  1. customAfter the reaction liquid
  2. extractionwas extracted with 1 L of toluene
  3. extractionwas then further extracted from the aqueous phase with 1 L of toluene
  4. distillationAfter the solvent had been distilled under reduced pressure away from a combination of the organic phases
  5. customthus obtained
  6. distillation(R)—N-benzyl-3-aminopiperidine was purified by distillation

Sources & evidence

ORD record
ord-4749465784144f8eb73f5db807003993
Source dataset
uspto-grants-2012_05
Patent number
US08168412B2

Reaction notes

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