Hydrochloric Acid → HCID 19879568, compound

HRID 1885653Notes

Reaction equation

HRID 1885653 reaction equation
[C:1]1([O:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl.[OH-:28].[Na+]>ClC1C=CC=CC=1Cl>[O:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=1[C:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:28])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=1[C:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:21]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 7583Diphenyl EtherHCID 14798Sodium HydroxideHCID 6451240Aluminum(III) Chloride2×

Product 1

HCID 19879568HCID 19879568, compound

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

In a similar manner to that described in the previous example, 89.96 g (0.5285 moles) of diphenyl ether and 122.7 ml (148.58 g, 1.057 moles) benzoyl chloride were dissolved in 1000 ml of o-dichlorobenzene. In 10-20 gram portions, 222 g (1.665 moles) of aluminum chloride were added under stirring. Hydrochloric acid generated during the reaction was swept out with nitrogen and neutralized with aqueous sodium hydroxide solution. After the complete addition of aluminum chloride, the temperature was slowly raised to 95°-100° C. and the reaction was allowed to proceed at this temperature for two hours. The reaction was subsequently cooled and allowed to continue overnight at room temperature. Afterwards, the reaction was precipitated into methanol, the product was isolated by filtration, and then the product was recrystallized with filtering from toluene (Melting point=164°-165° C. by standard melting point apparatus).

Workup

  1. temperaturethe temperature was slowly raised to 95°-100° C.
  2. temperatureThe reaction was subsequently cooled
  3. waitto continue overnight at room temperature
  4. customAfterwards, the reaction was precipitated into methanol
  5. customthe product was isolated by filtration
  6. customthe product was recrystallized
  7. filtrationwith filtering from toluene (Melting point=164°-165° C. by standard melting point apparatus)

Sources & evidence

ORD record
ord-9b92f06903b642c0ad22e7e1dae5253e
Source dataset
uspto-grants-1992_09
Patent number
US05145899

Reaction notes

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