Sodium Iodide → 1,1,1,2,2-Pentafluoro-8-iodooctane

HRID 1268076Notes

Reaction equation

HRID 1268076 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])(=O)=O.[I-:19].[Na+]>CC(C)=O.O>[F:14][C:13]([F:16])([F:15])[C:12]([F:18])([F:17])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][I:19]

Participants

5

Procedure

1-Methylsulfonyloxy-7,7,8,8,8-pentafluorooctane(14 g, 47.01 mmol) prepared in Step 1 was dissolved in acetone(200 ml), sodium iodide(19.62 g, 130 mmol) was added thereto, and the resulting mixture was stirred overnight under reflux-heating condition. The reaction solution was diluted with excess water(1 l), extracted twice with diethylether (100 ml), washed with 1% aqueous sodiumthiosulfate solution(100 ml) and saturated saline solution, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give 14 g(42 mmol, Yield 89%) of the title compound.

Workup

  1. temperatureunder reflux-heating condition
  2. extractionextracted twice with diethylether (100 ml)
  3. washwashed with 1% aqueous sodiumthiosulfate solution(100 ml) and saturated saline solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b8000d1706cb4de792bfe9ae1e965e0a
Source dataset
uspto-grants-2003_04
Patent number
US06555571B2

Reaction notes

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