Hydrochloric Acid → HCID 15728893, compound

HRID 847366Notes

Reaction equation

HRID 847366 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]1(=[O:12])[O:11][C:9](=[O:10])[CH2:8][CH2:7][CH2:6]1.C[O:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:18]=[CH:19][CH:20]=1.Cl>ClC(Cl)C.O>[OH:14][C:15]1[CH:16]=[C:17]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:18]=[CH:19][C:20]=1[C:9](=[O:10])[CH2:8][CH2:7][CH2:6][C:5]([OH:11])=[O:12]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7940Glutaric anhydrideHCID 2579713-MethoxybiphenylHCID 6451240Aluminum(III) Chloride

Product 1

HCID 15728893HCID 15728893, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 63651,1-DichloroethaneSolvent2×

Procedure

24 g aluminium chloride are added at 0° C. to a solution of 10 g glutaric acid anhydride in 300 ml dichloroethane. After stirring for 15 mins. at 0° to 5° C., 15 g 3-methoxy-biphenyl in 50 ml dichloroethane are added rapidly at ca. 0° C. The reaction mixture is stirred for 24 hours at room temperature, poured onto a mixture of ice and conc. HCl and diluted with water. The organic phase is separated off and the aqueous phase extracted 3×with methylene chloride. The combined organic phases are washed thoroughly with water, dried over MgSO4 and clarified with activated charcoal. The solvent is evaporated off and the obtained oil crystallised from ether to yield the title compound: m.p.=168°-170° C.

Workup

  1. stirringThe reaction mixture is stirred for 24 hours at room temperature
  2. customThe organic phase is separated off
  3. extractionthe aqueous phase extracted 3×with methylene chloride
  4. washThe combined organic phases are washed thoroughly with water
  5. dry with materialdried over MgSO4
  6. customThe solvent is evaporated off
  7. customthe obtained oil crystallised from ether

Sources & evidence

ORD record
ord-3f77e9dfcf3b42aa990c7856777d25a0
Source dataset
uspto-grants-1992_08
Patent number
US05141951

Reaction notes

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