5-Methylhexanoic acid → 5-Methylhexanoyl chloride

HRID 1796856Notes

Reaction equation

HRID 1796856 reaction equation
[CH3:1][CH:2]([CH3:9])[CH2:3][CH2:4][CH2:5][C:6](O)=[O:7].S(Cl)([Cl:12])=O>>[CH3:1][CH:2]([CH3:9])[CH2:3][CH2:4][CH2:5][C:6]([Cl:12])=[O:7]

Participants

3

Reactant 2

HCID 123445-Methylhexanoic acidHCID 24386Thionyl Chloride

Product 1

HCID 136648655-Methylhexanoyl chlorideYield 85.9%

Procedure

A mixture of 5-methylhexanoic acid (25 mL, 175 mmol) and thionyl chloride (50 mL, 0.69 mol) was stirred at reflux for 90 minutes. The mixture was concentrated, then distilled at reduced pressure to give the desired product (22.35 g).

Workup

  1. temperatureat reflux for 90 minutes
  2. concentrationThe mixture was concentrated
  3. distillationdistilled at reduced pressure

Sources & evidence

ORD record
ord-e92be60164ac4632909e47744a85af98
Source dataset
uspto-grants-2006_04
Patent number
US07030262B2

Reaction notes

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