Sulfuric Acid → HCID 73979917, compound

HRID 1814609Notes

Reaction equation

HRID 1814609 reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=O)=[CH:4][CH:3]=1.C(OP([CH2:24][C:25]1[C:26]2[C:31]([C:32]([CH2:39]P(OCC)(OCC)=O)=[C:33]3[C:38]=1[CH:37]=[CH:36][CH:35]=[CH:34]3)=[CH:30][CH:29]=[CH:28][CH:27]=2)(OCC)=O)C.[C:48](O[K])([CH3:51])([CH3:50])[CH3:49].S(=O)(=O)(O)O>O1CCCC1.O>[Br:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:39][C:32]2[C:31]3[C:26]([C:25]([CH:24]=[C:49]([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:48]4[CH:51]=[CH:15][C:2]([Br:1])=[CH:3][CH:50]=4)=[C:38]4[C:33]=2[CH:34]=[CH:35][CH:36]=[CH:37]4)=[CH:27][CH:28]=[CH:29][CH:30]=3)=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 70304-BromobenzophenoneHCID 16116648Tetraethyl [anthracene-9,10-diylbis(methylene)]bis(phosphonate)HCID 178418922HCID 178418922, compound

Product 1

HCID 73979917HCID 73979917, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

Under an inert atmosphere, 4-bromobenzophenone (3.917 g, 15 mmol), and 9,10-bis-(diethylphosphonomethyl)anthracene (2.942 g, 6.15 mmol) were dissolved in tetrahydrofuran (40 g). At room temperature, tetrahydrofuran (16.38 g) solution of tert-butoxy potassium (2.070 g, 18.45 mmol) was added dropwise for 5 minutes, and successively stirred for 3.5 hours. The reaction mixture was charged into water (100 ml) and neutralized with 5% sulfuric acid. After neutralization, the crystal was filtrated and the dissolved in tetrahydrofuran (300 ml). Then, the solvent was partly distilled off under reduced pressure, and cooled to deposit crystal. The crystal was filtrated and dried to give the desired product. (Yield: 1.10 g, 26%)

Workup

  1. filtrationAfter neutralization, the crystal was filtrated
  2. dissolutionthe dissolved in tetrahydrofuran (300 ml)
  3. distillationThen, the solvent was partly distilled off under reduced pressure
  4. temperaturecooled
  5. filtrationThe crystal was filtrated
  6. customdried

Sources & evidence

ORD record
ord-7698022679514bf1ba2a032fb9b37306
Source dataset
uspto-grants-2005_04
Patent number
US06875895B2

Reaction notes

Loading…