Water → HCID 131731388, compound

HRID 1024122Notes

Reaction equation

HRID 1024122 reaction equation
[O-:1][S:2](S([O-])=O)=[O:3].[Na+].[Na+].O.[CH:10]([C:13]([C:16]([C:19]([C:22]([C:25]([CH2:28]I)([F:27])[F:26])([F:24])[F:23])([F:21])[F:20])([F:18])[F:17])([F:15])[F:14])([F:12])[F:11]>C(#N)C>[CH:10]([C:13]([C:16]([C:19]([C:22]([C:25]([CH2:28][S:2]([OH:1])=[O:3])([F:26])[F:27])([F:23])[F:24])([F:20])[F:21])([F:18])[F:17])([F:15])[F:14])([F:12])[F:11]

Participants

5

Reactant 3

HCID 962WaterHCID 24489Sodium DithioniteHCID 27761421,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-7-iodoheptane

Product 1

HCID 131731388HCID 131731388, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

Na2S2O4 (260 mg, 3.0 mmol) was poured into a 20 ml flask and the inside of the flask was replaced with argon. Water (5.0 ml) was added thereto and then, H(CF2)6CH2I (442 mg, 1.0 mmol) was added dropwise using acetonitrile (5.0 ml). After ten-hour stirring at 70° C., purification was conducted by adding 3N—HCl to the reaction product, extracting with ether, extracting into water layer with an aqueous solution of saturated NaHCO3, again making the solution acidic with hydrochloric acid and then extracting into ether layer. After distilling off the solvent, drying was carried out under reduced pressure to obtain H(CF2)6CH2SO2H (359 mg, 0.94 mmol).

Workup

  1. custompurification
  2. additionby adding 3N—HCl to the reaction product
  3. extractionextracting with ether
  4. extractionextracting into water layer with an aqueous solution of saturated NaHCO3
  5. extractionextracting into ether layer
  6. distillationAfter distilling off the solvent
  7. customdrying

Sources & evidence

ORD record
ord-23cd515cd8724007b3343c2dc06a5a6a
Source dataset
uspto-grants-2014_05
Patent number
US08722809B2

Reaction notes

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