Benzophenone → HCID 19087031, compound

HRID 1766958Notes

Reaction equation

HRID 1766958 reaction equation
[C:1]([C:9]#[C:10][C:11](=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19]1([C:25]2C(=O)[C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[C:27]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[C:26]=2[C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(C1C=CC=CC=1)(=O)C1C=CC=CC=1>CO>[C:11]([C:10]1[C:28]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[C:27]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)[C:26]([C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)=[C:25]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:9]=1[C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 3102BenzophenoneHCID 680682,3,4,5-Tetraphenyl-2,4-cyclopentadien-1-oneHCID 227980Dibenzoylacetylene

Product 1

HCID 19087031HCID 19087031, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
30 °C

Procedure

1,2-bis(benzoyl)acetylene (C16H10O2, 234.27, 2 g, 8.54 mmol), tetraphenylcyclopenta-dienone (C29H20O, 384.47, 3.28 g, 8.54 mmol), and 40 g benzophenone were refluxed for 2 hr under an atmosphere of nitrogen. The reaction mixture was cooled to 30° C. and poured into a large volume (250 ml) of methanol. The tan precipitation was washed with methanol (2×10 ml) and refluxed in toluene (25 ml) charcoal (a spoon) to give a white crystal in 43% yield.

Workup

  1. customThe tan precipitation
  2. washwas washed with methanol (2×10 ml)
  3. temperaturerefluxed in toluene (25 ml) charcoal (a spoon)
  4. customto give a white crystal in 43% yield

Sources & evidence

ORD record
ord-508e8b0fb30e4572840643110ee0c710
Source dataset
uspto-grants-2007_06
Patent number
US07232617B2

Reaction notes

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