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Chemical Structure| 4072-67-7 Chemical Structure| 4072-67-7

Structure of 4072-67-7

Chemical Structure| 4072-67-7

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Product Details of [ 4072-67-7 ]

CAS No. :4072-67-7
Formula : C16H12Br2O2
M.W : 396.07
SMILES Code : BrCC(C1=CC=C(C2=CC=C(C(CBr)=O)C=C2)C=C1)=O
MDL No. :MFCD00017877
InChI Key :RTSLQVZQORGDQQ-UHFFFAOYSA-N
Pubchem ID :77689

Safety of [ 4072-67-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P501-P260-P270-P264-P280-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 4072-67-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 4072-67-7 ]

[ 4072-67-7 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 5344-27-4 ]
  • [ 4072-67-7 ]
  • 4,4'-bis-[4-(2-hydroxy-ethyl)-pyridinioacetyl]-biphenyl; dibromide [ No CAS ]
  • 2
  • [ 3616-56-6 ]
  • [ 4072-67-7 ]
  • [ 13717-24-3 ]
  • 3
  • [ 186581-53-3 ]
  • [ 4072-67-7 ]
  • [ 792-74-5 ]
  • 4
  • [ 15761-39-4 ]
  • [ 4072-67-7 ]
  • [ 1007882-23-6 ]
YieldReaction ConditionsOperation in experiment
60.0 g 4,4?-Bis(2-bromoacetyl)biphenyl bOg was added to methylene dichloride (l000ml) andstirred to get solution. Boc-L-Proline (120g) was added to it. Diisopropylethylamine68.5g was added to the reaction mass at 15-25C. The reaction mass was stirred for about4 to 5h. The reaction mass was quenched by adding water. The aqueous layer was separated and organic layer was washed with aqueous acetic acid solution (Conc HC1 also can be used instead of acetic acid) till pH of aqueous layer was between 4-6. Theorganic layer was washed with water and distilled under vacuum to get a residue. The residue was dissolved in toluene and toluene solution was used further. Ammonium acetate 390g was added to the toluene solution and the reaction mass was stirred. The reaction mass heated to 95-105C and maintained till completion of reaction. After completion of the reaction, the reaction mass was cooled to 50-60C, methanol wasadded and the reaction mass cooled to 20-30C and stirred for 2 to 3 hours. The solid was filtered and washed with toluene. Purity of crude:- 93.92%.Crude wet cake was stirred in mixture of toluene, methanol and acetic acid and the reaction mass was heated to 60- 70C, water was added to reaction mass at 60-70C and the reaction mass cooled to 20-30C and stirred. The solid obtained was filtered and washed with toluene and then withwater. Wet solid was dried. Purity - 97.04%. The above purification was repeated to obtain 60.Og of the title compound in a purity of 98.97%.
  • 5
  • [ 334769-80-1 ]
  • [ 4072-67-7 ]
  • [ 1129634-80-5 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 3h; To a mixture of Example 1, step a (7.12 g, 31.1 mmol) and l, l'-(biphenyl- 4,4'-diyl)bis(2-bromoethanone) (6.0 g, 15 mmol) in acetonitrile (100 mL), z'-P^EfN (5.56 mL, 31.8 mmol) was added dropwise, and the reaction was stirred at room temperature for 3 hr. The volatile component was removed in vacuo and the residue was partitioned between (3/4(3/4 (100 mL) and sat. aq. aHC03 (100 mL). The organic layer was separated and washed with water and brine, dried ( a2S04), filtered, and concentrated in vacuo to afford Example 1, step b as white foam (9.83 g), which was used in the next step without purification. 1H NMR (500 MHz, CDC13) delta ppm 8.01 (4 H, t, J=7.32 Hz), 7.73 (4 H, d, J=6.71 Hz), 5.18 - 5.66 (4 H, m), 4.51 (1 H, t, J=7.17 Hz), 4.42 (1 H, t, J=7.32 Hz), 4.06 (1 H, d, J=3.36 Hz), 3.95 (1 H, d, J=5.19 Hz), 2.27 - 2.37 (4 H, m), 2.01 - 2.17 (2 H, m), 1.67 - 1.82 (2 H, m), 1.39 - 1.52 (18 H, m), 1.32 (6 H, t, J=6.56 Hz). LC-MS: Anal. Calcd. for [M+H]+ C38H49 2O10 693.34; found 693.34.
  • 6
  • [ 4072-67-7 ]
  • [ 69610-41-9 ]
  • [ 1007882-23-6 ]
YieldReaction ConditionsOperation in experiment
85% With ammonium acetate; In dimethyl sulfoxide; at 30℃; for 4h; Add to a 100ml two-neck bottleBrominated biphenyl diacetyl(1.98g),Dimethyl sulfoxide (20ml),The reaction was carried out at 25 C for 16 h, and ammonium acetate (2.31 g) was added.L-Boc-prolinal(1.99 g), reacted at 30 C for 4 h.Add 20 ml of anhydrous methanol, 20 ml of water, and stir for 45 min.Filter by suction, wash the solid with water (20ml * 3), vacuum dry at 80 C,Obtained 2.66 g of solid DSV01,The yield is 85%,The purity is 94%.
 

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