Triethylamine → HCID 67086796, compound

HRID 1665096Notes

Reaction equation

HRID 1665096 reaction equation
[CH2:1]1[O:3][C@H:2]1[CH2:4][OH:5].[I:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1.C(N(CC)CC)C>C(O)C>[I:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:1][C@@H:2]([OH:3])[CH2:4][OH:5])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 108944-IodophenolHCID 6973630(-)-Glycidol

Product 1

HCID 67086796HCID 67086796, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(S)-Glycidol (0.36 ml, 5.5 mmol) is added to a solution of 4-iodophenol (1 g, 4.5 mmol) and triethylamine (31 ml, 0.2 mmol) in ethanol (5 ml) and the resulting light brown solution is heated at reflux for 15 hours. The reaction is allowed to cool to room temperature and the solvent removed in vacuo. The residue is purified by chromatography (SiO2, EtOAc/iso-hexane) to afford (S)-3-(4-Iodo-phenoxy)-propane-1,2-diol as a colourless oil.

Workup

  1. temperaturethe resulting light brown solution is heated
  2. temperatureat reflux for 15 hours
  3. customthe solvent removed in vacuo
  4. customThe residue is purified by chromatography (SiO2, EtOAc/iso-hexane)

Sources & evidence

ORD record
ord-ae153f6bdd2348e3975b5b8b3cb89026
Source dataset
uspto-grants-2011_10
Patent number
US08039472B2

Reaction notes

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