1,2-Dichlorobenzene → HCID 54432832, compound

HRID 342777Notes

Reaction equation

HRID 342777 reaction equation
C([O:4][C:5]1[CH:17]=[CH:16][C:8]2[O:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[C:7]=2[CH:6]=1)=CC.Cl[C:19]1[CH:24]=CC=C[C:20]=1Cl>[Pd].C(OCC)(=O)C>[OH:4][C:5]1[CH:17]=[CH:16][C:8]2[O:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[C:7]=2[C:6]=1[CH2:20][CH2:19][CH3:24]

Participants

5

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 572524052-Propenyloxydibenzofuran

Product 1

HCID 54432832HCID 54432832, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2-propenyloxydibenzofuran (0.9 grams) in ortho-dichlorobenzene 8 mL) was refluxed for 22 hours. Mixture was cooled to room temperature and was chromatographed over silica gel to afford the intermediate which was hydrogenated over 10% Pd/C catalyst (90 mg) in ethyl acetate for 18 hours. The reaction was filtered through Celite and all volatiles were removed to afford the title compound.

Workup

  1. customwas chromatographed over silica gel
  2. customto afford the intermediate which
  3. filtrationThe reaction was filtered through Celite
  4. customall volatiles were removed

Sources & evidence

ORD record
ord-420d7d5a3bec4232a1575fa7ea83adb4
Source dataset
uspto-grants-1999_01
Patent number
US05859051

Reaction notes

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