Epichlorohydrin → 2-[(4-Benzoylphenoxy)methyl]oxirane

HRID 1742775

Reaction equation

HRID 1742775 reaction equation
[OH:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[CH2:16]([CH:18]1[O:20][CH2:19]1)Cl.[OH-].[Na+]>>[CH2:16]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:14][CH:15]=1)[CH:18]1[O:20][CH2:19]1

Participants

4

Reactant 3

HCID 7835EpichlorohydrinHCID 143474-HydroxybenzophenoneHCID 14798Sodium Hydroxide2×

Product 1

HCID 3528162-[(4-Benzoylphenoxy)methyl]oxiraneYield 83%

Conditions

Temperature
100 °C

Procedure

1 g of 4-hydroxy benzophenone and 4.668 g of epichlorohydrin (0.025 mol) were dissolved, 20.5 mg of sodium hydroxide was added, and the reaction system was heated to 100° C. and then cooled to 95° C. Furthermore 201.4 mg of sodium hydroxide was added, and additional heating and agitation was carried out for 3 hours. The system was cooled to the room temperature, and salt was removed by filtering. The obtained filtrate was condensed under reduced pressure condition, and purified according to the silica gel chromatography to obtain 1.0 g of solid state 4-glycidyloxy benzophenone (Yield: 83%).

Workup

  1. temperaturecooled to 95° C
  2. temperatureadditional heating
  3. temperatureThe system was cooled to the room temperature, and salt
  4. customwas removed
  5. filtrationby filtering
  6. customcondensed under reduced pressure condition
  7. custompurified

Sources & evidence

ORD record
ord-e85f38e65d7646519f71c006d78eed22
Source dataset
uspto-grants-1994_08
Patent number
US05342610

Linked notes

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