Acetone → HCID 19370164, compound

HRID 1614054Notes

Reaction equation

HRID 1614054 reaction equation
Cl[CH2:2][CH:3]([CH3:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].CC(C)=O.[I-:15].[Na+]>C(Cl)Cl>[I:15][CH2:2][CH:3]([CH3:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

5

Reactant 3

HCID 180AcetoneHCID 5238Sodium IodideHCID 15574515HCID 15574515, compound

Product 1

HCID 19370164HCID 19370164, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Mix ethyl 4-chloro-3-methylbutyrate (80 g), acetone (400 mL) and sodium iodide (100 g). Reflux for 8 hours, cool and add methylene chloride (400 mL). Filter and evaporate the filtrate to a residue. Partition the residue between methylene chloride (200 mL) and water (200 mL). Separate the organic phase, dry (MgSO4) and evaporate to an oil. Purify by distillation to give the title compound.

Workup

  1. temperatureReflux for 8 hours
  2. temperaturecool
  3. filtrationFilter
  4. customevaporate the filtrate to a residue
  5. customPartition the residue between methylene chloride (200 mL) and water (200 mL)
  6. customSeparate the organic phase
  7. dry with materialdry (MgSO4)
  8. customevaporate to an oil
  9. distillationPurify by distillation

Sources & evidence

ORD record
ord-7b726a023afc4790a8130970c36d524e
Source dataset
uspto-grants-1993_03
Patent number
US05194430

Reaction notes

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