Sodium Iodide → HCID 14579490, compound

HRID 1252576Notes

Reaction equation

HRID 1252576 reaction equation
[F:1][CH2:2][C:3]([N:15]1[C:19](=[O:20])[C:18]2=[CH:21][CH:22]=[CH:23][CH:24]=[C:17]2[C:16]1=[O:25])([CH2:6][CH2:7][CH2:8][CH2:9]OS(C)(=O)=O)[C:4]#[N:5].[I-:26].[Na+]>CC(C)=O.CCOCC>[F:1][CH2:2][C:3]([N:15]1[C:19](=[O:20])[C:18]2=[CH:21][CH:22]=[CH:23][CH:24]=[C:17]2[C:16]1=[O:25])([CH2:6][CH2:7][CH2:8][CH2:9][I:26])[C:4]#[N:5]

Participants

5

Reactant 2

HCID 5238Sodium IodideHCID 14579489HCID 14579489, compound

Product 1

HCID 14579490HCID 14579490, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 3283Diethyl EtherSolvent

Procedure

2-Fluoromethyl-2-phthalimido-6-methanesulfonyloxyhexanenitrile (10.84 g, 29.5 mmol) and sodium iodide (8.8 g, 2 equivalents) are refluxed in acetone overnight. The reaction mixture is filtered and solvent is removed by evaporation. The residue obtained is dissolved in ether and washed with water, sodium bisulfite, and water grain. Upon concentration, 2-fluoromethyl-2-phthalimido-6-iodohexanenitrile crystallizes (9.0 g).

Workup

  1. filtrationThe reaction mixture is filtered
  2. customsolvent is removed by evaporation
  3. customThe residue obtained
  4. washwashed with water, sodium bisulfite, and water grain
  5. concentrationUpon concentration, 2-fluoromethyl-2-phthalimido-6-iodohexanenitrile
  6. customcrystallizes (9.0 g)

Sources & evidence

ORD record
ord-76c53666214244e7bf9b7c6230796aad
Source dataset
uspto-grants-1988_05
Patent number
US04743691

Reaction notes

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