Hydrochloric Acid → [4-(2-Hydroxyethoxy)phenyl](phenyl)methanone

HRID 727961Notes

Reaction equation

HRID 727961 reaction equation
C([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:21]=[CH:20][C:11]([C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:13])=[CH:10][CH:9]=1)(=O)C.[OH-].[Na+].Cl>C(O)C>[OH:4][CH2:5][CH2:6][O:7][C:8]1[CH:21]=[CH:20][C:11]([C:12]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[O:13])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12571711[4-[2-(Acetyloxy)ethoxy]phenyl]phenylmethanone

Product 1

HCID 3090643[4-(2-Hydroxyethoxy)phenyl](phenyl)methanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

43 g (0.15 mole) of 4-(2-acetoxyethoxy)-benzophenone are dissolved in 60 ml of ethanol and boiled with 17 ml of 32% strength sodium hydroxide solution under reflux, with stirring, for 20 minutes. After cooling, the reaction mixture is neutralized with hydrochloric acid, whereupon the end product is precipitated as a white solid. The reaction mixture is poured into 500 ml of water, and the solid is filtered off with suction, washed and dried in vacuo at 50° C. for 5 hours. This gives 35 g (95%) of 4-(2-hydroxyethoxy)-benzophenone, melting point 82° C.

Workup

  1. temperatureunder reflux
  2. temperatureAfter cooling
  3. customis precipitated as a white solid
  4. additionThe reaction mixture is poured into 500 ml of water
  5. filtrationthe solid is filtered off with suction
  6. washwashed
  7. customdried in vacuo at 50° C. for 5 hours

Sources & evidence

ORD record
ord-17553136bd904f51af66e2c4619e3a7d
Source dataset
uspto-grants-1991_09
Patent number
US05045573

Reaction notes

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