2-Methoxyethanol → HCID 20342800, compound

HRID 2049907Notes

Reaction equation

HRID 2049907 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][OH:5].[OH-].[K+].Cl[CH2:9][C:10]1[CH:23]=[CH:22][C:13]([C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:15])=[CH:12][CH:11]=1>O>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:9][C:10]1[CH:23]=[CH:22][C:13]([C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:15])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 80192-MethoxyethanolHCID 14797Potassium HydroxideHCID 30163764-(Chloromethyl)benzophenone

Product 1

HCID 20342800HCID 20342800, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 25 milliliters of 2-methoxyethanol was added, with magnetic stirring, 5.0 grams (0.75 mole) of 85% potassium hydroxide pellets dissolved in 5 milliliters water. The amount of 5.0 grams (0.0216 mole) of 4-(chloromethyl)benzophenone was added, the mixture was refluxed for three hours, filtered with suction, and concentrated. Water was added and the oil which separated was isolated by extraction with ether to provide 5.0 grams (86% yield) of 4-(2-methoxyethoxymethyl)benzophenone as an orange colored liquid. Infrared analysis revealed the presence of a carbonyl band at 1660 cm-1. Ultraviolet analysis revealed λ max (ε) at 256 nanometers (18,380).

Workup

  1. temperaturethe mixture was refluxed for three hours
  2. filtrationfiltered with suction
  3. concentrationconcentrated
  4. additionWater was added
  5. customthe oil which separated
  6. customwas isolated by extraction with ether

Sources & evidence

ORD record
ord-9d9ec06b1de44a09aef7c755b8c24fd6
Source dataset
uspto-grants-1980_04
Patent number
US04199420

Reaction notes

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