Sodium Sulfite → HCID 86642968, compound

HRID 888644Notes

Reaction equation

HRID 888644 reaction equation
[OH:1]S([O-])(=O)=O.[K+].[F:7][C:8]([F:26])([C:16]([F:25])([F:24])[C:17]([F:23])([F:22])[C:18]([F:21])([F:20])[F:19])[CH2:9][CH2:10][S:11]([CH2:13][C:14]#[N:15])=[O:12].S([O-])([O-])=O.[Na+].[Na+]>O.CO>[F:26][C:8]([F:7])([C:16]([F:24])([F:25])[C:17]([F:22])([F:23])[C:18]([F:19])([F:20])[F:21])[CH2:9][CH2:10][S:11]([CH2:13][C:14]#[N:15])(=[O:1])=[O:12]

Participants

6

Reactant 3

HCID 24437Sodium SulfiteHCID 516920Potassium bisulfateHCID 86642967HCID 86642967, compound

Product 1

HCID 86642968HCID 86642968, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a suspension of 9.21 g of a double salt of 2KHSO5.KHSO4.K2SO4 (Oxone, registered trade mark) in 50 ml of water was added dropwise a solution of 6.80 g of (3,3,4,4,5,5,6,6,6-nonafluorohexylsulfinyl)acetonitrile in 50 ml of methanol at room temperature over 60 minutes under a nitrogen atmosphere, and the mixture was stirred overnight. To the reaction mixture was added 25 ml of an aqueous 10% sodium sulfite solution, followed by extraction with 100 ml of ethyl acetate twice. Organic layers were combined, washed with 25 ml of an aqueous 10% sodium sulfite solution and 50 ml of an aqueous saturated sodium chloride solution, dried over sodium sulfate, filtered, and then concentrated under rescued pressure. The residue was subjected to silica gel column chromatography to obtain 5.4 g of (3,3,4,4,5,5,6,6,6-nonafluorohexylsulfonyl)acetonitrile represented by the formula:

Workup

  1. extractionfollowed by extraction with 100 ml of ethyl acetate twice
  2. washwashed with 25 ml of an aqueous 10% sodium sulfite solution and 50 ml of an aqueous saturated sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under rescued pressure

Sources & evidence

ORD record
ord-c338511ffb2146c18c78a1b25e7457a0
Source dataset
uspto-grants-2012_08
Patent number
US08247596B2

Reaction notes

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