Potassium Iodide → HCID 20771554, compound

HRID 1177822Notes

Reaction equation

[C:1]1([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1(O)[C:20]2[CH:19]=[C:18]([Br:21])[CH:17]=[CH:16][C:15]=2[C:14]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)(O)[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2.[I-].[K+].O.[PH2](=O)[O-].[Na+].[PH2](=O)O>C(O)(=O)C>[C:1]1([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:8]2[C:13]([C:14]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)=[C:15]3[C:20]=1[CH:19]=[C:18]([Br:21])[CH:17]=[CH:16]3)=[CH:12][CH:11]=[CH:10][CH:9]=2

Participants

Conditions

Temperature: 120 °C

Procedure

18.32 g (30.66 mmol) of the obtained 9,10-di(2-biphenylyl)-2-bromo-9,10-dihydroanthracene-9,10-diol, 9.16 g (55.19 mmol) of potassium iodide, 17.55 g (165.56 mmol) of sodium phosphinate monohydrate, and 150 mL of glacial acetic acid were put into a three-neck flask, and the mixture was stirred for 5 hours at 120° C. Thereafter, 100 mL of 50% phosphinic acid was added to the mixture, followed by stirring for 1 hour at 120° C. After the reaction, the solution was washed with water, and the precipitate was filtered, recrystallized with chloroform and hexane, obtaining 11.4 g of 9,10-di(2-biphenylyl)-2-bromoanthracene as a light yellow solid in 66% yield.

Workup

stirringby stirring for 1 hour at 120° C
customAfter the reaction
washthe solution was washed with water
filtrationthe precipitate was filtered
customrecrystallized with chloroform and hexane

Sources & evidence

ORD record: ord-007f396ede28402ba95e21cff3e065d7
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07842945B2

Reaction notes

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