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Trifluoromethanesulfonic anhydride → HCID 58879040, compound

HRID 1443592
Notes
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Reaction equation

HRID 1443592 reaction equation
FC(F)(F)S([O:6][S:7]([C:10]([F:13])([F:12])[F:11])(=[O:9])=[O:8])(=O)=O.[F:16][C:17]([F:30])([C:20]([F:29])([F:28])[C:21]([F:27])([F:26])[C:22]([F:25])([F:24])[F:23])[CH2:18]O>>[F:13][C:10]([F:11])([F:12])[S:7]([O:6][CH2:18][C:17]([F:16])([F:30])[C:20]([F:28])([F:29])[C:21]([F:26])([F:27])[C:22]([F:25])([F:24])[F:23])(=[O:8])=[O:9]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 27823941H,1H-Nonafluoropentan-1-ol

Product 1

HCID 58879040HCID 58879040, compoundYield 61.5%

Conditions

Temperature
100 °C

Procedure

6.8 g of trifluoromethanesulfonic anhydride was added dropwise to 5.0 g of 2,2,3,3,4,4,5,5,5-nonafluoropentanol at 0° C., and the mixture was stirred at room temperature for 5 hours and at 100° C. for 3 hours. Thereafter, the reaction mixture was poured to ice water and then extracted with methyl tert-butyl ether. The organic layer was washed successively with water, aqueous saturated sodium hydrogen carbonate and aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain 4.7 g of 2,2,3,3,4,4,5,5,5-nonafluoropentyl trifluoromethanesulfonate.

Workup

  1. extractionextracted with methyl tert-butyl ether
  2. washThe organic layer was washed successively with water, aqueous saturated sodium hydrogen carbonate and aqueous saturated sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f17c23273cdb4a4fbb0bd04f39dd84ce
Source dataset
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07662402B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes