Thionyl Chloride → 3-Trimethylsilylpropanoyl chloride

HRID 1744697Notes

Reaction equation

HRID 1744697 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 were added dropwise at room temperature to a solution of 10 g (0.068 mol) of 3-trimethylsilylpropionic acid in 50 ml of 1,2-dichloroethane. The mixture was heated at 40° C. for 2 hours, and the excess thionyl chloride was distilled under vacuum. A solution of 3-trimethylsilylpropionic acid chloride was obtained in 1,2-dichloroethane, which solution was used as is in the next step.

Workup

  1. distillationthe excess thionyl chloride was distilled under vacuum

Sources & evidence

ORD record
ord-99abf22516a74773821780e214fff6a0
Source dataset
uspto-grants-2006_03
Patent number
US07018427B2

Reaction notes

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