Hydrochloric Acid → TDS triflate

HRID 2292244Notes

Reaction equation

[CH3:1][C:2]([Si:7]([CH3:10])([CH3:9])Cl)([CH3:6])[CH:3]([CH3:5])[CH3:4].Cl.[F:12][C:13]([F:19])([F:18])[S:14]([OH:17])(=[O:16])=[O:15]>>[F:12][C:13]([F:19])([F:18])[S:14]([O:17][Si:7]([C:2]([CH3:6])([CH3:1])[CH:3]([CH3:5])[CH3:4])([CH3:10])[CH3:9])(=[O:16])=[O:15]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 62406Trifluoromethanesulfonic acid

HCID 144239Dimethylthexylsilyl chloride

Product 1

HCID 4080852TDS triflate

Conditions

Temperature: 60 °C

Procedure

50 ml of trifluoromethanesulfonic acid are slowly added dropwise at room temperature under argon to 101.57 g (0.57 mol) of (1,1,2,2-tetramethyleth-1-yl)-dimethylchlorosilane. Subsequently, the mixture is heated for 8 hours at 60° C. After this time, the evolution of HCl ceases. 111 g (67% of theory) of a colourless oil of boiling point=123°-124° C./28.6 mbar are obtained by distillation. The 1H-NMR spectrum is in agreement with the structure.

Workup

custom111 g (67% of theory) of a colourless oil of boiling point=123°-124° C./28.6 mbar are obtained by distillation

Sources & evidence

ORD record: ord-f80c631598144f359f57e41871a5c7fa
Source dataset: uspto-grants-1989_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04801719

Reaction notes

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