Sodium Iodide → HCID 10988867, compound

HRID 370279Notes

Reaction equation

HRID 370279 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]Cl)(=[O:3])[CH3:2].[I-:11].[Na+]>CC(C)=O>[C:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][I:11])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 885211-Pentanol, 5-chloro-, 1-acetate

Product 1

HCID 10988867HCID 10988867, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5-Chloropentyl acetate (26.5 g, 0.16 mol) was added to a solution of sodium iodide (45 g, 0.30 mol) in dry acetone (200 ml). The resulting pale yellow solution was heated at reflux for 65 h, during which time a white solid separated (sodium chloride). The final mixture was cooled to room temperature and filtered to remove the NaCl, which was washed with acetone and diethyl ether, then dried under vacuum at 50° C. Expected yield of NaCl=9.4 g; isolated yield=9.47 g (100%).

Workup

  1. temperatureThe resulting pale yellow solution was heated
  2. temperatureat reflux for 65 h, during which time a white solid
  3. customseparated (sodium chloride)
  4. filtrationfiltered
  5. customto remove the NaCl, which
  6. washwas washed with acetone and diethyl ether
  7. customdried under vacuum at 50° C
  8. customisolated yield=9.47 g (100%)

Sources & evidence

ORD record
ord-653cf5ff72bd4a6da6bf45a68d819e95
Source dataset
uspto-grants-2000_10
Patent number
US06140494

Reaction notes

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