Sodium Iodide → HCID 21849500, compound

HRID 617886Notes

Reaction equation

HRID 617886 reaction equation
[I-:1].[Na+].[CH3:3][C:4](=O)[CH2:5][CH3:6]>>[CH:3](/[C:4]1[CH:3]=[C:4]([CH2:5][CH2:6][I:1])[CH:3]=[CH:6][CH:5]=1)=[CH:4]\[CH2:5][CH2:6][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Conditions

Temperature
45 °C

Procedure

Sodium iodide (3.99 g) was added to a solution of the above-mentioned compound (5.51 g) in 2-butanone (60 ml) and the mixture was stirred at 45° C. for 3 hours. The reaction mixture was concentrated, poured into ice water and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled away and the residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=100:1) to give 4.75 g of the subject compound as an oily substance.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionpoured into ice water
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled away
  7. customthe residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=100:1)

Sources & evidence

ORD record
ord-44ada7520f504bf887c674e01c205e94
Source dataset
uspto-grants-1999_09
Patent number
US05952316

Reaction notes

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