Thionyl Chloride → 2-Methyl octanoic acid chloride

HRID 846558Notes

Reaction equation

HRID 846558 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][CH:6]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:7](O)=[O:8]>>[CH3:5][CH:6]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:7]([Cl:3])=[O:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 942512-Methyloctanoic acid

Product 1

HCID 128122322-Methyl octanoic acid chlorideYield 100%

Procedure

Then, 2.38 g (19.0 mmol) of thionyl chloride was charged into a flask and maintained at a temperature of 36°~38° C., to which was added dropwise 2.15 g (15.9 mmol) of the above (+)-2-methyloctanoic acid in 7 minutes with stirring. The resulting mixture was stirred at room temperature for 40 minutes and at a temperature of 80° C. for 30 minutes. Then, the reaction product was distilled to obtain 2.81 g (15.9 mmol, yield 100%) of a colorless and transparent (+)-2-methyloctanoic acid chloride.

Workup

  1. temperaturemaintained at a temperature of 36°~38° C., to which
  2. stirringThe resulting mixture was stirred at room temperature for 40 minutes and at a temperature of 80° C. for 30 minutes
  3. distillationThen, the reaction product was distilled

Sources & evidence

ORD record
ord-0d1ffc03f887478ebb737b2a0508beaa
Source dataset
uspto-grants-1992_08
Patent number
US05137653

Reaction notes

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