Thionyl Chloride → 2-Methyl octanoic acid chloride

HRID 846551Notes

Reaction equation

HRID 846551 reaction equation
[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[C:3](O)=[O:4].S(Cl)([Cl:14])=O>>[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[C:3]([Cl:14])=[O:4]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 942512-Methyloctanoic acid

Product 1

HCID 128122322-Methyl octanoic acid chlorideYield 98%

Procedure

Then, 8.93 g (56.4 mmol) of the above (+)-2-methyl octanoic acid was added to 8.98 g (75.5 mmol) of thionyl chloride placed in a flask with stirring at room temperature. Thereafter, the reaction was carried out at room temperature for 10 minutes, at 30° C. for 20 minutes, at 40° C. for 30 minutes and at 70° C. for 2 hours with stirring. After the excessive amount of thionyl chloride was distilled off, there was obtained 9.80 g (55.5 mmol, yield 98%) of light brown (+)-2-methyl octanoic acid chloride.

Workup

  1. customplaced in a flask
  2. stirringwith stirring
  3. distillationAfter the excessive amount of thionyl chloride was distilled off

Sources & evidence

ORD record
ord-f8c8416a61c543f4b2d464039585eab5
Source dataset
uspto-grants-1992_08
Patent number
US05137653

Reaction notes

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