Hydrochloric Acid → HCID 13531981, compound

HRID 622102Notes

Reaction equation

HRID 622102 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[CH:9]1[C:17]2[C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[O:14][C:13]=2[CH:12]=[CH:11][CH:10]=1.Cl>[N+](CC)([O-])=O>[C:5]([C:20]1[CH:19]=[CH:18][C:16]2[C:17]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[O:14][C:15]=2[CH:21]=1)(=[O:7])[CH3:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 568DibenzofuranHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 13531981HCID 13531981, compound

Reagents, catalysts & solvents 1

HCID 6587NitroethaneSolvent

Procedure

To a magnetically stirred solution of aluminum chloride (40 g, 300 mmole) in nitroethane (220 mL) under dry nitrogen was added acetyl chloride (9.5 g, 120 mmole) at 0°-5° C. The solution was stirred for 15 min, then dibenzofuran (16.8 g, 100 mmole) was added slowly and the reaction turned deep yellow-green. After 45 min at 0°, the yellow-green suspension was added to a mixture of ice and 3N HCl. The mixture was extracted with ether (2×300 mL) and extracts were dried (Na2SO4), filtered and concentrated. The crude ketone, a light amber oil, was judged to be sufficiently pure by thin layer chromatography (TLC) to use

Workup

  1. waitAfter 45 min at 0°
  2. extractionThe mixture was extracted with ether (2×300 mL) and extracts
  3. dry with materialwere dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b3cb44b6ba254464bd8795dc59e92bd1
Source dataset
uspto-grants-1988_09
Patent number
US04769387

Reaction notes

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