Sodium Iodide → HCID 13046305, compound

HRID 1576563Notes

Reaction equation

HRID 1576563 reaction equation
[CH3:1][C:2]([CH3:14])([CH2:9][CH2:10][CH2:11][CH2:12]Cl)[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[I-:15].[Na+]>C(C(C)=O)C>[CH3:1][C:2]([CH3:14])([CH2:9][CH2:10][CH2:11][CH2:12][I:15])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 21767804Ethyl 3,3-dimethyl-7-chloroheptanoate

Product 1

HCID 13046305HCID 13046305, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To a solution of 3.57 g. (0.0162 mole) of ethyl 3,3-dimethyl-7-chloroheptanoate in 100 ml. of methyl ethyl ketone is added 4 g. of sodium iodide and the mixture heated at reflux for 18 hours. The reaction mixture is cooled, filtered and concentrated. The residue is partitioned between ether and water. The aqueous phase is extracted several times with ether. The extract is washed with sodium bisulfite solution, water and saline. The organic solution is dried over magnesium sulfate and concentrated to give 4.182 g. of a yellow oil. The material is purified by distillation, b.p. 86°-87°C. (0.18 Torr).

Workup

  1. temperatureat reflux for 18 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue is partitioned between ether and water
  6. extractionThe aqueous phase is extracted several times with ether
  7. washThe extract is washed with sodium bisulfite solution, water and saline
  8. dry with materialThe organic solution is dried over magnesium sulfate
  9. concentrationconcentrated
  10. customto give 4.182 g
  11. distillationThe material is purified by distillation, b.p. 86°-87°C. (0.18 Torr)

Sources & evidence

ORD record
ord-72a8cc70706a42e8b6095a0b6ab911f5
Source dataset
uspto-grants-1976_09
Patent number
US03981868

Reaction notes

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