Thionyl Chloride → 3-Trimethylsilylpropanoyl chloride

HRID 853727Notes

Reaction equation

HRID 853727 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][Si:6]([CH3:13])([CH3:12])[CH2:7][CH2:8][C:9](O)=[O:10]>ClCCCl>[CH3:5][Si:6]([CH3:13])([CH3:12])[CH2:7][CH2:8][C:9]([Cl:3])=[O:10]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 797643-(Trimethylsilyl)propionic acid

Product 1

HCID 5644893-Trimethylsilylpropanoyl chloride

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
40 °C

Procedure

13.5 g (0.11 mol) of thionyl chloride are added dropwise with stirring to a mixture of 10 g (0.068 mol) of 3-trimethylsilylpropanoic acid in 30 ml of 1,2-di-chloroethane. The reaction mixture is heated at 40° C. for 2 hours. The excess thionyl chloride is removed by distillation under reduced pressure. The solution obtained is used without further purification for the following step.

Workup

  1. customThe excess thionyl chloride is removed by distillation under reduced pressure
  2. customThe solution obtained
  3. customis used without further purification for the following step

Sources & evidence

ORD record
ord-18a465f41fa140598bf0e40a26435045
Source dataset
uspto-grants-2007_08
Patent number
US07255853B2

Reaction notes

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