Hydrochloric Acid → 1-(Pyridin-4-yl)piperidin-4-one

HRID 1193305Notes

Reaction equation

HRID 1193305 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:16][CH2:15][C:10]3(OCC[O:11]3)[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.Cl.[OH-].[Na+]>>[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:16][CH2:15][C:10](=[O:11])[CH2:9][CH2:8]2)=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 153824168-(Pyridin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decane

Product 1

HCID 113327931-(Pyridin-4-yl)piperidin-4-one

Procedure

8-(Pyridin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decane was dissolved at 0° C. in ice-cooled concentrated HCl (6 ml) and stirred for 10 min. After monitoring by thin-layer chromatography, the reaction mixture was adjusted to pH 10-12 with 2 M NaOH and extracted with chloroform (3×100 ml). The combined organic phases were washed with sat. NaCl solution (in each case 50 ml), dried over sodium sulfate and concentrated under reduced pressure. The product so obtained was used in the next stage without being purified further.

Workup

  1. extractionextracted with chloroform (3×100 ml)
  2. washThe combined organic phases were washed with sat. NaCl solution (in each case 50 ml),
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe product so obtained
  6. customwithout being purified further

Sources & evidence

ORD record
ord-0767363f66eb4c4ea7186529cb305c10
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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