Sodium Iodide → HCID 13021430, compound

HRID 426635Notes

Reaction equation

HRID 426635 reaction equation
[C:1]([O:4][CH:5]([O:18][C:19](=[O:21])[CH3:20])[C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=1[O:14][C:15](=[O:17])[CH3:16])[CH2:9]Cl)(=[O:3])[CH3:2].[I-:22].[Na+]>CC(C)=O>[C:1]([O:4][CH:5]([O:18][C:19](=[O:21])[CH3:20])[C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][C:13]=1[O:14][C:15](=[O:17])[CH3:16])[CH2:9][I:22])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 13021429HCID 13021429, compound

Product 1

HCID 13021430HCID 13021430, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3-(Diacetoxymethyl)-4-acetoxybenzyl chloride (987 g., 3.14 mole) and sodium iodide (494 g., 3.29 moles) in 3.5 liters acetone are refluxed for 6 hours. The reaction mixture is filtered, the filtrate is evaporated to dryness, triturated in ether and filtered to yield 1,162 g (91%) of 3-(diacetoxymethyl)-4-acetoxybenzyl iodide, m.p. 117-120°C.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated to dryness
  3. customtriturated in ether
  4. filtrationfiltered

Sources & evidence

ORD record
ord-a428472ac5024ee49f964e379acefb72
Source dataset
uspto-grants-1979_10
Patent number
US04170654

Reaction notes

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