1 4-BIS(DIPHENYLAMINO)BENZENE synthesis
- Product Name:1 4-BIS(DIPHENYLAMINO)BENZENE
- CAS Number:14118-16-2
- Molecular formula:C30H24N2
- Molecular Weight:412.52
589-87-7
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$10.00/1g
122-39-4
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$14.00/5g
14118-16-2
46 suppliers
$35.00/1g
36809-26-4
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$29.00/5g
Yield: 98%
Reaction Conditions:
with copper(l) iodide;sodium t-butanolate in tetrahydrofuran at 60; for 12 h;Catalytic behavior;Inert atmosphere;chemoselective reaction;Ullmann Condensation;Reagent/catalyst;Temperature;
Steps:
General procedure for the copper-catalyzed reaction
A solution of CuI (6.7 mg, 0.035 mmol), NaOtBu (85 mg, 0.88 mmol), 1-bromo-4-iodobenzene (1a) (100 mg, 0.35 mmol), and N,N-diphenylamine (2a) (90 mg, 0.53 mmol) in THF (0.5 mL) was stirred at 60 °C for 12 h.
The reaction was quenched with H2O, and extracted with CH2Cl2 (3*4 mL). ;The chemoselectivity (3aa/4aa≥98/2) was measured by HPLC analysis using Inertsil ODS-3V.
The pure monoaminated product 3aa (113 mg, 98%) was obtained by flash chromatography (hexane/CH2Cl2=97/3) as a white solid.
References:
Kanazawa, Yoshinori;Yokota, Tomo;Ogasa, Hiroshi;Watanabe, Hirotaka;Hanakawa, Taisyun;Soga, Shinichi;Kawatsura, Motoi [Tetrahedron,2015,vol. 71,# 9,p. 1395 - 1402]
