Isopropyl iodide → HCID 53628389, compound

HRID 1959027Notes

Reaction equation

HRID 1959027 reaction equation
[CH3:1][C:2]1([CH3:9])[O:6][CH:5]([CH2:7][OH:8])[CH2:4][O:3]1.[OH-].[K+].I[CH:13]([CH3:15])[CH3:14]>CS(C)=O.O>[CH:13]([O:8][CH2:7][C@@H:5]1[CH2:4][O:3][C:2]([CH3:9])([CH3:1])[O:6]1)([CH3:15])[CH3:14]

Participants

6

Reactant 3

HCID 6362Isopropyl iodideHCID 7528SolketalHCID 14797Potassium Hydroxide

Product 1

HCID 53628389HCID 53628389, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

To a solution of 2,2-dimethyl-1,3-dioxolane-4-methanol (2 g), in DMSO (50 mL), powdered potassium hydroxide was added portionwise at 0° C. then warmed to room temperature. 2-Iodo-propane (43 mL) was added to the mixture at 0° C. then stirred for 72 h at room temperature. The reaction mixture was diluted with H2O and extracted with EtOAc. The organic layer was washed with H2O then brine (×2) and dried (MgSO4), filtered and evaporated to give the subtitle compound as clear, colourless oil. Yield: 2 g

Workup

  1. extractionextracted with EtOAc
  2. washThe organic layer was washed with H2O
  3. dry with materialbrine (×2) and dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-a1ec755cd634499ba07b823c52b21a8e
Source dataset
uspto-grants-2013_04
Patent number
US08410123B2

Reaction notes

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