1-(3,3-Dimethyl-2-oxobutyl)thiolan-1-ium bromide → 2-Oxo-3,3-dimethylbutyl-thiacyclopentanium nonafluorobutanesulfonate

HRID 988946

Reaction equation

FC(F)(F)S([O-])(=O)=O.[K+].[Br-].[O:11]=[C:12]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:13][S+:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1.[F:23][C:24]([F:39])([F:38])[C:25]([F:37])([F:36])[C:26]([F:35])([F:34])[C:27]([F:33])([F:32])[S:28]([O-:31])(=[O:30])=[O:29].[K+]>>[F:39][C:24]([F:23])([F:38])[C:25]([F:36])([F:37])[C:26]([F:34])([F:35])[C:27]([F:32])([F:33])[S:28]([O-:31])(=[O:30])=[O:29].[O:11]=[C:12]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:13][S+:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1

Participants

Reactant 3

HCID 225645781-(3,3-Dimethyl-2-oxobutyl)thiolan-1-ium bromide2×

HCID 23664779Potassium Trifluoromethanesulfonate

HCID 23675274Potassium perfluorobutanesulfonate

Product 1

HCID 225645872-Oxo-3,3-dimethylbutyl-thiacyclopentanium nonafluorobutanesulfonateYield 52%

Procedure

The synthesis was carried out under radiation from a yellow lamp. The synthesis was similar to the “Synthesis 5” except that the potassium trifluoromethanesulfonate and the 2-oxo-3,3-dimethylbutyl-thiacyclopentanium bromide were replaced with potassium nonafluorobutanesulfonate and 2-oxo-3,3,-dimethylbutyl-thiacyclopentanium bromide, respectively. The present inventors obtained 2-oxo-3,3-dimethylbutyl-thiacyclopentanium nonafluorobutanesulfonate. The yield was 52%, and the melting point was 79.5 degrees in centigrade.

Workup

customThe synthesis was carried out under radiation from a yellow lamp

Sources & evidence

ORD record: ord-153c3e2a229f4f57bb08861ed500550b
Source dataset: uspto-grants-2003_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06638685B2

Linked notes

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