2,9-dibromo-13,13-dimethyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol → 2,9-dibromo-13,13-dimethyl-6H-indeno[1,2-b]anthracen-11(13H)-one

HRID 1945365Notes

Reaction equation

HRID 1945365 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:23](=[CH:24][CH:25]=1)[C:7]1=[CH:8][C:9]3[CH:10](O)[C:11]4[CH:12]=[CH:13][C:14]([Br:21])=[CH:15][C:16]=4[CH:17]([OH:20])[C:18]=3[CH:19]=[C:6]1[C:5]2([CH3:27])[CH3:26]>Cl>[Br:1][C:2]1[CH:3]=[C:4]2[C:23](=[CH:24][CH:25]=1)[C:7]1=[CH:8][C:9]3[CH2:10][C:11]4[CH:12]=[CH:13][C:14]([Br:21])=[CH:15][C:16]=4[C:17](=[O:20])[C:18]=3[CH:19]=[C:6]1[C:5]2([CH3:27])[CH3:26]

Participants

3

Reactant 1

HCID 581754702,9-dibromo-13,13-dimethyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol

Product 1

HCID 581753172,9-dibromo-13,13-dimethyl-6H-indeno[1,2-b]anthracen-11(13H)-oneYield 939.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2,9-Dibromo-13,13-dimethyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol (15 g, 1 eq, 0.003 mol) was placed in a flask, and 5N HCl (100 ml) was added thereto. The reaction mixture was stirred for five hours while heating. The resultant solid was filtered, several times washed with distilled water and dried to give 2,9-dibromo-13,13-dimethyl-6H-indeno[1,2-b]anthracen-11(13H)-one (13.2 g, yield=92%).

Workup

  1. temperaturewhile heating
  2. filtrationThe resultant solid was filtered
  3. washseveral times washed with distilled water
  4. customdried

Sources & evidence

ORD record
ord-3b9718ca89ef45b695f50f6d3ed2e3cc
Source dataset
uspto-grants-2013_03
Patent number
US08395144B2

Reaction notes

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