Sodium Iodide → 3-Iodo-1-phenylpropan-1-ol

HRID 1885571Notes

Reaction equation

HRID 1885571 reaction equation
Cl[CH2:2][CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5].[Na+].[I-:13]>CC(C)=O>[I:13][CH2:2][CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5]

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 5720643-Chloro-1-phenylpropanol

Product 1

HCID 144768743-Iodo-1-phenylpropan-1-ol

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

(Compound 14) (10.1 g) was dissolved in acetone (200 ml) saturated with NaI. The mixture was refluxed for 12 h and subsequently stirred at RT for 3 days. The mixture was evaporated to dryness and the residue extracted with H2O/ether. The etheral layer separated and washed with H2O and saturated NaCl-solution. Resulting in 12.5 g of 3-iodo-1-phenyl-1-propanol (compound 15).

Workup

  1. temperatureThe mixture was refluxed for 12 h
  2. customThe mixture was evaporated to dryness
  3. extractionthe residue extracted with H2O/ether
  4. customThe etheral layer separated
  5. washwashed with H2O and saturated NaCl-solution

Sources & evidence

ORD record
ord-108f341c953540be8097c0609e066765
Source dataset
uspto-grants-1992_09
Patent number
US05145870

Reaction notes

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