Isobutyraldehyde → HCID 58134100, compound

HRID 1056571Notes

Reaction equation

HRID 1056571 reaction equation
[C:1]([Cl:6])(=[O:5])[CH:2]([CH3:4])[CH3:3].[CH:7](=[O:11])[CH:8]([CH3:10])[CH3:9]>[Cl-].[Zn+2].[Cl-]>[C:7]([O:5][CH:1]([Cl:6])[CH:2]([CH3:4])[CH3:3])(=[O:11])[CH:8]([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 6561IsobutyraldehydeHCID 62325Isobutyryl chloride

Product 1

HCID 58134100HCID 58134100, compoundYield 79.7%

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Conditions

Temperature
0 °C

Procedure

To a mixture of isobutyryl chloride (10 mL, 94.7 mmol) and zinc (II) chloride (25 mg, 186 mmol) was added isobutyraldehyde (10.4 mL, 113.6 mmol) at −20° C. The reaction was stirred at 0° C. for 1 h, then at rt for another 2 h. The mixture was filtered through a short silica gel column (100% PE). The solution was concentrated in vacuo at 40° C. and the resulted oil was distilled at 75° C. under reduced pressure to give the title compound as colorless oil (13.48 g, 79.3%). The title compound was characterized by 1H NMR as shown below:

Workup

  1. waitat rt for another 2 h
  2. filtrationThe mixture was filtered through a short silica gel column (100% PE)
  3. concentrationThe solution was concentrated in vacuo at 40° C.
  4. distillationthe resulted oil was distilled at 75° C. under reduced pressure

Sources & evidence

ORD record
ord-0b14d2ec826a41d6b10f031cb5e2c68b
Source dataset
uspto-grants-2016_07
Patent number
US09399639B2

Reaction notes

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