Ammonia → 1-(Pyridin-2-yl)piperidin-4-one

HRID 2268423

Reaction equation

HRID 2268423 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:16][CH2:15][C:10]2(OCC[O:11]2)[CH2:9][CH2:8]1.S(=O)(=O)(O)O.N>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:8][CH2:9][C:10](=[O:11])[CH2:15][CH2:16]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 120337658-(2-Pyridinyl)-1,4-dioxa-8-azaspiro[4.5]decane

Product 1

HCID 183483911-(Pyridin-2-yl)piperidin-4-oneYield 83.4%

Procedure

A solution of 8-(2-pyridinyl)-1,4-dioxa-8-azaspiro[4.5]decane (23 g, 0.1 mol) (preparation 36) in 10% w/v sulphuric acid was stirred at room temperature for 8 hr. The reaction mixture was cooled in ice and then the solution adjusted to pH>7 with 0.88 ammonia. The solution was extracted with diethyl ether and the solvent removed from the organic extracts under reduced pressure to give the title compound (14.7 g) as an oil.

Workup

  1. temperatureThe reaction mixture was cooled in ice
  2. extractionThe solution was extracted with diethyl ether
  3. customthe solvent removed from the organic extracts under reduced pressure

Sources & evidence

ORD record
ord-334b9e7078ef42b789688bc9d55a5949
Source dataset
uspto-grants-2001_12
Patent number
US06326359B1

Linked notes

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