Potassium Carbonate → HCID 10195170, compound

HRID 397588Notes

Reaction equation

HRID 397588 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)[C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.Cl.COC1C=CC(C(C2C=CC(OCCN3CCCC3)=CC=2)C2C3C(=CC=CC=3)C=CC=2)=CC=1.C([O-])([O-])=O.[K+].[K+].Cl.Cl[CH2:69][CH2:70][N:71]1[CH2:76][CH2:75][CH2:74][CH2:73][CH2:72]1>CC(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:20]2[CH:21]=[CH:22][C:23]([O:26][CH2:69][CH2:70][N:71]3[CH2:76][CH2:75][CH2:74][CH2:73][CH2:72]3)=[CH:24][CH:25]=2)[C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 11430Potassium Carbonate2×HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 11233100HCID 11233100, compoundHCID 70025024HCID 70025024, compound

Product 1

HCID 10195170HCID 10195170, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of (4-methoxyphenyl)-(4-hydroxyphenyl)-naphth-1-yl-methane of formula 1 (0.3 gm, 0.001 mol), anhydrous K2CO3 (1.5 gm), 1-(2-chloroethyl)piperidine hydrochloride (0.276 gm, 0.002 mol) and dry acetone (100 ml) was refluxed for 810 hrs K2CO3 was filtered off, acetone was distilled off, and the residue was diluted with water. The reaction mixture was extracted with ethyl acetate washed with water dried over Na2SO4 and concentrated to give an oil. This oil was purified by column chromatography over basic alumina using benzene as the eluent. Solvent was distilled off to give the title compound of general formula I as an oil. Yield 0.3 gm(67%).

Workup

  1. filtrationwas filtered off
  2. distillationacetone was distilled off
  3. additionthe residue was diluted with water
  4. extractionThe reaction mixture was extracted with ethyl acetate
  5. washwashed with water
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated
  8. customto give an oil
  9. customThis oil was purified by column chromatography over basic alumina
  10. distillationSolvent was distilled off

Sources & evidence

ORD record
ord-0d88566995e84de9850a279d65b8c135
Source dataset
uspto-grants-2003_08
Patent number
US06610705B1

Reaction notes

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