Acetone → HCID 15428864, compound

HRID 1003735Notes

Reaction equation

HRID 1003735 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]([CH2:8][O:9][CH2:10][CH2:11]Cl)=[O:7])[CH3:2].CC(C)=O.[I-:18].[Na+]>>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]([CH2:8][O:9][CH2:10][CH2:11][I:18])=[O:7])[CH3:2]

Participants

4

Reactant 3

HCID 180AcetoneHCID 5238Sodium IodideHCID 15428861HCID 15428861, compound

Product 1

HCID 15428864HCID 15428864, compoundYield 67%

Procedure

To a solution of 19 g (91 millimoles) of ethyl-4-(2-chloroethoxy)-acetoacetate (IV) and 380 ml of acetone 134.4 g (910 millimoles) of sodium iodide are added. The reaction mixture is heated to boiling for 13 hours. The inorganic substance is filtered off and the filtrate is evaporated in vacuo. The residual oil is dissolved in dichloro methane, the solution is washed with water, dried and evaporated. The crude product is subjected to fractionated distillation in vacuo. Bp.: 170° C./0.1 Hgmm. Thus 18.3 g of the desired product are obtained, yield 67%.

Workup

  1. temperatureThe reaction mixture is heated
  2. filtrationThe inorganic substance is filtered off
  3. customthe filtrate is evaporated in vacuo
  4. dissolutionThe residual oil is dissolved in dichloro methane
  5. washthe solution is washed with water
  6. customdried
  7. customevaporated
  8. distillationThe crude product is subjected to fractionated distillation in vacuo

Sources & evidence

ORD record
ord-c955f8ee23744631aef2fb5256c0b8ca
Source dataset
uspto-grants-2000_04
Patent number
US06046337

Reaction notes

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