Acetone → HCID 54357281, compound

HRID 1859324Notes

Reaction equation

HRID 1859324 reaction equation
[C:1]([O-:4])(=[S:3])[CH3:2].[K+].CC(C)=O.Cl[CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>O>[N:13]1([CH2:12][CH2:11][O:4][C:1](=[S:3])[CH3:2])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 180AcetoneHCID 748271-(2-Chloroethyl)piperidineHCID 23670855Potassium ethanethioate

Product 1

HCID 54357281HCID 54357281, compoundYield 36.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Potassium thioacetate (1.8 g, 16.35 mmol) was added to acetone (50 ml) and then stirred for 10 minutes under argon atmosphere. 1-(2-Chloroethyl)piperidine (1.61 g, 10.40 mmol) was added dropwise thereto and stirred for 18 hours under argon atmosphere at room temperature. After adding water, the reaction solution was extracted with ethyl acetate. The organic layer thus separated was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified with flash column chromatography (dichloromethane:ethyl acetate=19:1) to obtain 0.71 g (yield: 35%) of the title compound as a red oil.

Workup

  1. stirringstirred for 18 hours under argon atmosphere at room temperature
  2. extractionthe reaction solution was extracted with ethyl acetate
  3. customThe organic layer thus separated
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified with flash column chromatography (dichloromethane:ethyl acetate=19:1)

Sources & evidence

ORD record
ord-e41a50ff73cb4d5982392dcbc0939772
Source dataset
uspto-grants-2000_11
Patent number
US06153768

Reaction notes

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