Epichlorohydrin → HCID 12114662, compound

HRID 397589Notes

Reaction equation

HRID 397589 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])=[C:22]([CH3:27])[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.[CH2:28]([CH:30]1[O:32][CH2:31]1)Cl.C([O-])([O-])=O.[K+].[K+]>C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:28][CH:30]3[O:32][CH2:31]3)=[C:22]([CH3:27])[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

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 11256744Phenol, 4-[(4-methoxyphenyl)-1-naphthalenylmethyl]-2-methyl-

Product 1

HCID 12114662HCID 12114662, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of (4-methoxyphenyl)-(3-methyl-4-hydroxyphenyl)-1-naphth-1-yl methane (1.0 gm, 0.002 mol), epichlorohydrin (25 ml) and anhydrous K2CO3 (4.0 gm) was refluxed at 120° C. for 8 hrs. K2CO3 was filtered off and filtrate was concentrated. The residue obtained was dissolved in ethyl acetate, washed with water, dried over sodium sulphate and concentrated to give an oil which was chromatographed over silica gel using hexane-chloroform as the eluent to give the title compound of general formula I, yield 75 gm (66%).

Workup

  1. filtrationK2CO3 was filtered off
  2. concentrationfiltrate was concentrated
  3. customThe residue obtained
  4. washwashed with water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated
  7. customto give an oil which
  8. customwas chromatographed over silica gel

Sources & evidence

ORD record
ord-12692bce76e54028ab3475d7a0aeb7cc
Source dataset
uspto-grants-2003_08
Patent number
US06610705B1

Reaction notes

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