2-Methoxyethanol → HCID 19045307, compound

HRID 1781402Notes

Reaction equation

HRID 1781402 reaction equation
Cl[CH2:2][C:3]1[CH:4]=[CH:5][C:6]([OH:12])=[C:7]([C:9](=[O:11])[CH3:10])[CH:8]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:19][O:20][CH2:21][CH2:22][OH:23]>C(Cl)(Cl)Cl>[OH:12][C:6]1[CH:5]=[CH:4][C:3]([CH2:2][O:23][CH2:22][CH2:21][O:20][CH3:19])=[CH:8][C:7]=1[C:9](=[O:11])[CH3:10]

Participants

5

Reactant 3

HCID 80192-MethoxyethanolHCID 11430Potassium CarbonateHCID 22557013HCID 22557013, compound

Product 1

HCID 19045307HCID 19045307, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 5'-(chloromethyl)-2'-hydroxyacetophenone (1.85 g, 10.0 mmol), potassium carbonate (1.38, 10.0 mmol), 2-methoxyethanol (0.91 g, 12.0 mmol) and 10 mL chloroform was stirred 24 hours, filtered, and the filtrate concentrated in vacuo to give a residue. The residue was purified by flash chromatography eluting with 30:70 ethyl acetate:hexane to give 0.40 g (18%) product as an oil.

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate concentrated in vacuo
  3. customto give a residue
  4. customThe residue was purified by flash chromatography
  5. washeluting with 30:70 ethyl acetate

Sources & evidence

ORD record
ord-34d79860ad584cf385dcffca66a922f8
Source dataset
uspto-grants-1997_05
Patent number
US05633247

Reaction notes

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