Sodium Iodide → HCID 23329959, compound

HRID 1448628Notes

Reaction equation

HRID 1448628 reaction equation
Cl/[CH:2]=[CH:3]/[C:4](=[O:11])[CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1.[I-:12].[Na+]>CC(C)=O>[CH:6]1([CH2:5][C:4](=[O:11])/[CH:3]=[CH:2]/[I:12])[CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 23329953HCID 23329953, compound

Product 1

HCID 23329959HCID 23329959, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of 57 g. of 1-chloro-4-cyclopentyl-trans-buten-3-one (Example 32) in 360 ml. of acetone containing 55 g. of sodium iodide is stirred at the reflux temperature for 18 hours. The resulting mixture is cooled, filtered and and the water liquor is taken to dryness. The residual oil is dissolved in ether washed successively with water, dilute sodium thiosulfate solution, and saturated sodium chloride solution, dried with anhydrous magesium sulfate and taken to dryness to give 87 g. (99%) of orange oil. Vapor phase chromatography shows one peak.

Workup

  1. temperatureThe resulting mixture is cooled
  2. filtrationfiltered
  3. dissolutionThe residual oil is dissolved in ether
  4. washwashed successively with water, dilute sodium thiosulfate solution, and saturated sodium chloride solution
  5. dry with materialdried with anhydrous magesium sulfate
  6. customto give 87 g

Sources & evidence

ORD record
ord-e12b7668a8364a2a9a2495a3ea51889b
Source dataset
uspto-grants-1979_12
Patent number
US04180677

Reaction notes

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