Pyridine → HCID 11096780, compound

HRID 396674Notes

Reaction equation

HRID 396674 reaction equation
[CH3:1][C:2]1([CH3:10])[O:7][C:6](=[O:8])[CH2:5][C:4](=[O:9])[O:3]1.N1C=CC=CC=1.[C:17](Cl)(=[O:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>C(Cl)Cl>[C:17]([CH:5]1[C:6](=[O:8])[O:7][C:2]([CH3:10])([CH3:1])[O:3][C:4]1=[O:9])(=[O:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

5

Reactant 3

HCID 1049PyridineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 67340Hexanoyl chloride

Product 1

HCID 11096780HCID 11096780, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 2,2-dimethyl-1,3-dioxane-4,6-dione (43.2 g, 300 mmol) and pyridine (47.5 g, 600 mmol) in 300 ml of CH2Cl2 was added hexanoyl chloride (40.4 g, 300 mmol) dropwise at 0° C. The mixture was stirred at 0° C. for 1 hr then at room temperature for 1 hr. The solution was washed with 1N aqueous HCl (300 ml), water (300 ml) and dried over Na2SO4. After evaporation of solvent, 5-hexanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione was obtained as a light pink oil (35.4 g, 62%).

Workup

  1. waitat room temperature for 1 hr
  2. washThe solution was washed with 1N aqueous HCl (300 ml), water (300 ml)
  3. dry with materialdried over Na2SO4
  4. customAfter evaporation of solvent

Sources & evidence

ORD record
ord-2c0ef86aa0f54128b11b734e3f3bd073
Source dataset
uspto-grants-2003_08
Patent number
US06608086B2

Reaction notes

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