Isobutyraldehyde → 1-Chloro-2-methylpropyl propanoate

HRID 1019170Notes

Reaction equation

HRID 1019170 reaction equation
[C:1]([Cl:5])(=[O:4])[CH2:2][CH3:3].[CH:6](=[O:10])[CH:7](C)[CH3:8].[C:11]([O-])(O)=O.[Na+]>[Cl-].[Cl-].[Zn+2]>[C:6]([O:4][CH:1]([Cl:5])[CH:2]([CH3:11])[CH3:3])(=[O:10])[CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 6561IsobutyraldehydeHCID 62324Propionyl chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 126610101-Chloro-2-methylpropyl propanoate

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Procedure

To a flask containing ZnCl2 (0.57 g) at 0° C. was added dropwise propionyl chloride (32.0 g) followed by isobutyraldehyde (25.0 g) over 30 min. After a period of 2 h at room temperature, saturated NaHCO3 solution was added to the reaction mixture. The mixture was then extracted with EtOAc, dried over NaSO4, filtered and evaporated under reduced pressure. The title compound was distilled using a water pump aspirator

Workup

  1. extractionThe mixture was then extracted with EtOAc
  2. dry with materialdried over NaSO4
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. distillationThe title compound was distilled

Sources & evidence

ORD record
ord-02c87f8d9b754c349150c8c139ad32b7
Source dataset
uspto-grants-2002_11
Patent number
US06486142B2

Reaction notes

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