Sodium Iodide → 4-(2-Iodoethyl)-2,2,4-trimethyl-1,3-dioxolane

HRID 647020Notes

Reaction equation

HRID 647020 reaction equation
S(O[CH2:12][CH2:13][C:14]1([CH3:21])[CH2:18][O:17][C:16]([CH3:20])([CH3:19])[O:15]1)(C1C=CC(C)=CC=1)(=O)=O.[I-:22].[Na+]>CC(C)=O>[I:22][CH2:12][CH2:13][C:14]1([CH3:21])[CH2:18][O:17][C:16]([CH3:20])([CH3:19])[O:15]1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 13343713HCID 13343713, compound

Product 1

HCID 133437144-(2-Iodoethyl)-2,2,4-trimethyl-1,3-dioxolaneYield 107.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

6.5 g of 4-(2-tosyloxyethyl)-2,2,4-trimethyl-1,3-dioxolane were heated at reflux temperature for 1 hour with 50 g of sodium iodide and 500 ml of acetone, then concentrated, suspended in 100 ml of toluene and filtered. The toluene solution was washed with sodium thiosulphate solution, dried and concentrated. There were obtained 6.0 g (97%) of 4-(2-iodoethyl)-2,2,4-trimethyl-1,3-dioxolane.

Workup

  1. concentrationconcentrated
  2. filtrationfiltered
  3. washThe toluene solution was washed with sodium thiosulphate solution
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-637154b1762c4c4ab63b5835c980aa18
Source dataset
uspto-grants-1983_10
Patent number
US04407754

Reaction notes

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