Thionyl Chloride → 3-Trimethylsilylpropanoyl chloride

HRID 352998Notes

Reaction equation

HRID 352998 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-dichloroethane. 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-f75ad0c074d34bbf80a4603068007efb
Source dataset
uspto-grants-2004_06
Patent number
US06749839B2

Reaction notes

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