Sodium Iodide → HCID 15486992, compound

HRID 1954462Notes

Reaction equation

HRID 1954462 reaction equation
Cl[CH2:2][Si:3]([CH3:10])([CH3:9])[C:4]1[O:5][CH:6]=[CH:7][CH:8]=1.[I-:11].[Na+]>CC(=O)CC>[I:11][CH2:2][Si:3]([CH3:10])([CH3:9])[C:4]1[O:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 10397285HCID 10397285, compound

Product 1

HCID 15486992HCID 15486992, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Reflux the distilled chloromethyl(dimethyl)furylsilane (20 g, 114.5 mmol) in butanone (200 mL) containing sodium iodide (17.35 g, 116 mmol) for 4 h. GC/MS shows that the reaction is complete. Cool to room temperature and filter sodium chloride. Evaporate and redissolve in ethyl acetate. Wash with water (3×), then wash with saturated sodium chloride (3'). Dry and evaporate to obtain a yellow liquid. Distill the yellow liquid in a kugelrohr and collect iodomethyl(dimethyl)furylsilane between 90° C.--95° C. as a clear pink oil (26.8 g).

Workup

  1. filtrationfilter sodium chloride
  2. customEvaporate
  3. dissolutionredissolve in ethyl acetate
  4. washWash with water (3×)
  5. washwash with saturated sodium chloride (3')
  6. customDry
  7. customevaporate
  8. customto obtain a yellow liquid
  9. distillationDistill the yellow liquid in a kugelrohr
  10. customcollect iodomethyl(dimethyl)furylsilane between 90° C.--95° C. as a clear pink oil (26.8 g)

Sources & evidence

ORD record
ord-f399affb722e419fad21a66bc53632ad
Source dataset
uspto-grants-2000_09
Patent number
US06121463

Reaction notes

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