Hydrochloric Acid → 3,6-dibromophenanthrene-9,10-dione

HRID 1640325Notes

Reaction equation

HRID 1640325 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2CC[C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][C:11]([Br:16])=[CH:10][CH:9]=3.Cl.C([O:21][CH2:22][CH3:23])(=O)C.C(OC(=O)C)(=[O:26])C>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:22](=[O:21])[C:23](=[O:26])[C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][C:11]([Br:16])=[CH:10][CH:9]=3

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 8857Ethyl AcetateHCID 66739098HCID 66739098, compound

Product 1

HCID 2584503,6-dibromophenanthrene-9,10-dione

Procedure

The present invention provides a polymer applied to solar cell and its fabrication method thereof. The 3,6-dibromophenanthrene-9,10-dione is prepared by a suitable method firstly. In an embodiment, N-bromosuccinimide (NBS) is dropped into a solution composed of 9,10-dihydrophenanthrene, tetrahydrofuran (THF), and acetic acid gradually, and agitate the mixture for 20 minutes. Add the saturated NaHCO3, and use water to rinse the solution. Use ethyl acetate to extract the solution. Use MgSO4 to dry the organic layer, and concentrate it to obtain 3,6-dibromo-9,10-dihydrophenanthrene. Then dissolve 3,6-dibromo-9,10-dihydrophenanthrene and chromic trioxide in acetic anhydride, and react at room temperature for several hours. Pour the solution into 1N HCl solution. Use ethyl acetate to extract the solution. Use MgSO4 to dry the organic layer, and concentrate it to obtain 3,6-dibromophenanthrene-9,10-dione.

Workup

  1. extractionto extract the solution
  2. customto dry the organic layer
  3. concentrationconcentrate it

Sources & evidence

ORD record
ord-c30af09f6b9f4d078c33c7eb30dca056
Source dataset
uspto-grants-2012_02
Patent number
US08114315B2

Reaction notes

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