Aluminum sec-butoxide → HCID 21977175, compound

HRID 488979

Reaction equation

HRID 488979 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][C:21]2[C:20](=O)[C:19]3[C:6](=[CH:7][C:8]4[C:9](=O)[C:10]5[C:15]([C:16](=O)[C:17]=4[CH:18]=3)=[CH:14][C:13]([F:26])=[CH:12][CH:11]=5)[C:5](=O)[C:4]=2[CH:3]=1.CC(CC)[O-].CC(CC)[O-].CC(CC)[O-].[Al+3]>C1(O)CCCCC1>[F:1][C:2]1[CH:23]=[CH:22][C:21]2[C:4](=[CH:5][C:6]3[C:19]([CH:20]=2)=[CH:18][C:17]2[C:8](=[CH:9][C:10]4[C:15]([CH:16]=2)=[CH:14][C:13]([F:26])=[CH:12][CH:11]=4)[CH:7]=3)[CH:3]=1

Participants

4

Reactant 2

HCID 61289Aluminum sec-butoxideHCID 22269481HCID 22269481, compound

Product 1

HCID 21977175HCID 21977175, compound

Reagents, catalysts & solvents 1

HCID 7966CyclohexanolSolvent

Conditions

Temperature
100 °C

Procedure

To a mixture of 0.5 grams of 2,9-difluoropentacene-5,7,12,14-tetrone and 20 mL of cyclohexanol in a flask was added 3.640 grams of aluminum tri(sec-butoxide). The mixture was heated at 100° C. for approximately 12 hours and a blue solid deposited on the sides of the flask. The reaction mixture was centrifuged and the blue solid residue was washed with cyclohexanol, centrifuged twice, and then washed with acetone and collected by filtration. This solid was washed with 50% concentrated HCl and the resulting mixture was centrifuged to give a blue solid. This solid was washed with THF and collected by centrifugation to give 2,9-difluoropentacene.

Workup

  1. washthe blue solid residue was washed with cyclohexanol
  2. washwashed with acetone
  3. filtrationcollected by filtration
  4. washThis solid was washed with 50% concentrated HCl
  5. customto give a blue solid
  6. washThis solid was washed with THF
  7. customcollected by centrifugation

Sources & evidence

ORD record
ord-1ba33c954a2644949732b83de0338089
Source dataset
uspto-grants-2005_12
Patent number
US06974877B2

Linked notes

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