Acetic Acid → HCID 67151037, compound

HRID 549475Notes

Reaction equation

HRID 549475 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:6]=CC3[C:13]([C:14]=2[CH:15]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3.[OH2:16].[C:17]([OH:20])(=O)[CH3:18]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:16])[C:17](=[O:20])[C:18]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 3013936Phenanthrene, 3-chloro-

Product 1

HCID 67151037HCID 67151037, compoundYield 88%

Conditions

Temperature
100 °C

Procedure

To a solution of 12.5 g (58.7 mmol) of 3-chlorophenanthrene from Step 3 in 350 mL of acetic acid was added 23.5 g (0.23 mol) of CrO3. The reaction was stirred 2 hrs at 100° C., cooled down to room temperature and poured into 2 L of water. The suspension was stirred 1 hr, filtered and washed with water. The residue was dried under high vacuum to afford 12.5 g (88%) of 3-chlorophenanthrene-9,10-dione.

Workup

  1. temperaturecooled down to room temperature
  2. stirringThe suspension was stirred 1 hr
  3. filtrationfiltered
  4. washwashed with water
  5. customThe residue was dried under high vacuum

Sources & evidence

ORD record
ord-8f0f3a16940245d3bbef260c166d2416
Source dataset
uspto-grants-2011_05
Patent number
US07943649B2

Reaction notes

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