Potassium Iodide → HCID 86649341, compound

HRID 2380741Notes

Reaction equation

HRID 2380741 reaction equation
[F:1][C:2]1[C:7]([C:8]2(O)[C:21]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:15]([C:23]3[C:28]([F:29])=[C:27]([F:30])[C:26]([F:31])=[C:25]([F:32])[C:24]=3[F:33])(O)[C:14]3[C:9]2=[CH:10][CH:11]=[CH:12][CH:13]=3)=[C:6]([F:35])[C:5]([F:36])=[C:4]([F:37])[C:3]=1[F:38].[I-].[K+].[PH2]([O-])=O.[Na+]>C(O)(=O)C>[F:1][C:2]1[C:7]([C:8]2[C:9]3[C:14]([C:15]([C:23]4[C:24]([F:33])=[C:25]([F:32])[C:26]([F:31])=[C:27]([F:30])[C:28]=4[F:29])=[C:16]4[C:21]=2[CH:20]=[CH:19][CH:18]=[CH:17]4)=[CH:13][CH:12]=[CH:11][CH:10]=3)=[C:6]([F:35])[C:5]([F:36])=[C:4]([F:37])[C:3]=1[F:38]

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 86649342HCID 86649342, compoundHCID 178527019HCID 178527019, compound

Product 1

HCID 86649341HCID 86649341, compoundYield 39.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The reduction of the diol was accomplished by taking 5.44 g of 9,10-bis(pentafluorophenyl)-9,10-dihydro-9,10-anthracenediol in 50 mL of acetic acid and refluxing it with 9 g of potassium iodide and 9 g of sodium hypophosphite for 4 hours. After cooling, white crystals were filtered off. The crude product was recrystallized using a 1:1 mixture of toluene and hexane to yield 2.00 g of 9,10-bis(pentafluorophenyl)anthracene with a melting point of 337-338° C.

Workup

  1. temperatureAfter cooling
  2. filtrationwhite crystals were filtered off
  3. customThe crude product was recrystallized
  4. additiona 1:1 mixture of toluene and hexane

Sources & evidence

ORD record
ord-4f1abf27d39a4c70a74c6084e5fe617e
Source dataset
uspto-grants-2012_09
Patent number
US08257620B2

Reaction notes

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