Hydrochloric Acid → HCID 22000287, compound

HRID 2186170Notes

Reaction equation

HRID 2186170 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:17][CH2:16][C:11]3(OCC[O:12]3)[CH2:10][CH2:9]2)[CH:3]=1.Cl>CC(C)=O>[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:9][CH2:10][C:11](=[O:12])[CH2:16][CH2:17]2)[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23447583HCID 23447583, compound

Product 1

HCID 22000287HCID 22000287, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 8-(6-chloropyrimidine-4-yl)-1,4-dioxa-8-azaspiro[4,5]decane (12.79 g) in acetone (50 ml) was added 4N hydrochloric acid (50 ml), and the mixture was stirred at 50° C. for 1 hour. Under reduced pressure, acetone was removed, and the residue was neutralized with 2N sodium hydroxide solution and was extracted with ethyl acetate. The extract was washed with saturated brine, dried and concentrated, and the residue was crystallized from diethylether to give colorless crystals of 1-(6-chloropyrimidine-4-yl)piperidin-4-one (10.09 g).

Workup

  1. customUnder reduced pressure, acetone was removed
  2. extractionwas extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. customdried
  5. concentrationconcentrated
  6. customthe residue was crystallized from diethylether

Sources & evidence

ORD record
ord-6aa4447afbff4ff68e3e4c06dd54151a
Source dataset
uspto-grants-2002_06
Patent number
US06403595B1

Reaction notes

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