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[ CAS No. 7525-23-7 ] {[proInfo.proName]}

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Chemical Structure| 7525-23-7
Chemical Structure| 7525-23-7
Structure of 7525-23-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 7525-23-7 ]

CAS No. :7525-23-7 MDL No. :
Formula : C15H15ClO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 262.73 Pubchem ID :-
Synonyms :

Safety of [ 7525-23-7 ]

Signal Word:Danger Class:8
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501 UN#:3261
Hazard Statements:H302-H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 7525-23-7 ]

* 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 [ 7525-23-7 ]

[ 7525-23-7 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 728-87-0 ]
  • [ 7525-23-7 ]
YieldReaction ConditionsOperation in experiment
100% With hydrogenchloride; calcium chloride In dichloromethane
100% With thionyl chloride for 2.5h; Reflux;
99% With thionyl chloride
99% With thionyl chloride for 2.5 - 4h; Heating / reflux; 170A; 338A Example 170 6, 7-dimethoxy-3-[4-(1H-pyrazol-4-yl)phenyl]-1,4-dihydroindeno[1,2-c]pyrazole; Example 170A 1-FCHLORO (4-METHOXVPHENVL) METHYLL-4-METHOXVBENZENE Bis (4-methoxyphenyl) methanol (30 g) was treated with thionyl chloride (40 mL). The resulting mixture was refluxed for 2.5 hours and concentrated to give the desired product.;Example 338A 1-chloro (4-methoxyphenyl) METHYLL-4-METHOXYBENZENE BIS- (4-METHOXY-PHENYL)-METHANOL (25 g, 102 mmol) and SOC12 (60 mL, 823 mmol) were mixed, and heated to reflux for 4 hours. The reaction mixture was concentrated under vacuum pump, and dried completely to give the above intermediate (26.5 g, 99%). MS (DCI/NH) m/z 263 (M+H) + ;'H NMR (300 MHz, CDCl3) 6 ppm 3.80 (s, 6 H) 6.12 (s, 1 H) 6.82-6. 91 (M, 4 H) 7. 29. 7. 36 (m, 4 H)
98% With hydrogenchloride In diethyl ether
97% With acetyl chloride In toluene at 55℃; for 3h; 4,4'-(Chloromethylene)bis(methoxybenzene) To the benzhydrol 2 (15.35 g, 62.84 mmol) dissolved in toluene (350 ml) was added freshly distilledacetyl chloride (62 ml) and the reaction mixture was heated to 55 C for 3 h. The acetyl chloride wasthen removed by distillation and the product was concentrated in vacuo to give a red oil (16.02 g, 97%).1H NMR (300 MHz, CDCl3): 7.33 (4H, d, J = 8.5 Hz), 6.87 (4H, d, J = 8.8 Hz), 6.12 (1H, s), 3.81(6H, s).
95% With thionyl chloride In cyclohexane for 24h; Heating;
90% With oxalyl dichloride In dichloromethane at 20℃; for 1.5h;
50% With pyridine; thionyl chloride for 16h; Reflux;
With hydrogenchloride; benzene
With hydrogenchloride; diethyl ether
With thionyl chloride; toluene
With hydrogenchloride; calcium chloride; benzene
12.8 g With hydrogenchloride In diethyl ether
With hydrogenchloride In diethyl ether
With hydrogenchloride; calcium chloride In dichloromethane at 0℃;
With thionyl chloride
With thionyl chloride Heating;
With thionyl chloride In toluene for 3h; Heating;
With hydrogenchloride; calcium chloride In benzene
With thionyl chloride In benzene for 18h; Heating;
With thionyl chloride for 3h; Heating;
With thionyl chloride In benzene Heating;
With thionyl chloride
With thionyl chloride for 1h; Heating;
With thionyl chloride In dichloromethane
With hydrogenchloride In diethyl ether at 20℃; for 0.75h; 72 Add gaseous HC1 to a solution of 4, 4'-dimethoxybenzhydrol (10.3g, 42mmol) in ether (120mL) until saturated, seal tightly and stir at room temperature for 45minutes. Remove volatiles under reduced pressure, redissolve in ether, treat with anhydrous magnesium sulfate, filter and remove volatiles under reduced pressure to afford bis-4- methoxyphenylmethyl chloride. Dissolve the dark red solid in THF (lOOmL), and add the solution dropwise to neat ethylenediamine (56mL, 84mmol) over 20minutes. Stir 30minutes at room temperature and remove volatiles under reduced pressure. Partition the residue between brine (200mL) and ether (200mL). Wash the brine with two additional volumes of ether, then wash the combined ether solutions with two small portions of brine. Dry the organic solution with anhydrous sodium sulfate, decant and evaporate to afford N- [Bis- (4-methoxy-phenyl)-methyl]-ethane-1, 2-diamine as a straw- colored oil in quantitative yield. 1H NMR (CDC13) : 7. 31 (d, J = 8.4Hz, 4H), 6.85 (d, J = 8.4Hz, 4H), 4.77 (s, 1H), 3. 80 (s, 6H), 2.82 (t, J = 5. 5Hz, 2H), 2.66 (t, J = 5. 5Hz, 2H). ESIMS : m/z 287 (M+H) +.
With thionyl chloride In benzene Reflux;
With thionyl chloride In dichloromethane
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; 4,4'-(Chloromethylene)bis(chlorobenzene) (8y) General procedure: Bis(4-chlorophenyl)methanol (2.83 g, 11.18 mmol) was dissolved in dichloromethane (30 ml) at room temperature. Oxalyl chloride (975 μL, 11.18 mmol) was added followed by addition of a drop of dimethylformamide. After stirring overnight, the mixture was concentrated and co-evaporated with chloroform to afford 3.0 g of 8 as an off-white solid (11.05 mmol, 99%), which was carried to the next step without further purification.
With hydrogenchloride In diethyl ether; water at 0 - 20℃; for 0.5h; Inert atmosphere;
100 %Spectr. With chloro-trimethyl-silane In dichloromethane; water at 20℃; for 0.666667h; A Representative Procedure for the Chlorination of 1a with TMSCl in the Presence of Na-Mont General procedure: In a flask was placed Na-Mont (30 mg), 1a (1 mmol, 0.18 g),TMSCl (2 mmol, 0.22 g, 0.25 mL), and CH2Cl2 (5 mL). The mixture was stirred at r.t. for 40 min. The solid material was filtered off, and the filtrate was concentrated. Compound 3a was isolated by Kugelrohr distillation under vacuum in 90% yield as a colorless liquid.
With piperidine; thionyl chloride In dichloromethane at 20℃; for 4h; General procedure: A mixture of corresponding substituted benzophenone (6a-d, 15 mmol) and sodium borohydride (13.5 mmol) in ethanol (25 mL) was refluxed for 2 h. Upon completion of the reaction, 2 mL water was added. The solvent was evaporated under reduced pressure, and the residue was dissolved in dichloromethane (20 mL). The organic layer was washed with water (15 mL) and concentrated under reduced pressure to produce corresponding substituted benzhydrylol 7a-d as white solids. The solid (10 mmol) and thionyl chloride (1 mL) in 25 mL dichloromethane in the presence of piperidine (1 drop) were stirred at room temperature for 4 h. The solvent was evaporated under reduced pressure to deliver corresponding substituted benzhydryl chloride 8a-d. A mixture of the residue (10 mmol) and piperazine (50 mmol) in cyclohexane (25mL) was refluxed for 16 h. After completion, the solvent was removed under reduced pressure. The crude compound was dissolved in dichloromethane (75 mL) and was washed with 1 N sodium hydroxide (50 mL) and water (25 mL). The organic layer was evaporated under reduced pressure to provide corresponding 1-(substituted benzhydryl)piperazine 9a-d, yield 76-94%.
With thionyl chloride In dichloromethane at 20℃; 3.6. General Procedure for Formation of Diaryl Nitrile (4a-i) General procedure: Asolution of thionyl chloride (10.80 mmol) and diaryl alcohol (3a-i, 7.20 mmol) in dichloromethane(2 mL) was stirred at room temperature for 2 h. The reaction was concentrated under reduced pressureto give the diaryl chloride. To a solution of the diaryl chloride (7.20 mmol) in dichloromethane(33.12 mL), trimethylsilyl cyanide (7.20 mmol) and titanium tetrachloride (7.20 mL, 1 M solution indichloromethane) were added. After stirring under argon at room temperature for 2 h, the reactionwas quenched with methanol (13.90 mL) and water (41.62 mL) and diluted with dichloromethane(104 mL). The organic layer was washed with saturated, aqueous sodium bicarbonate (68.25 mL) andwater (68.25 mL), dried over MgSO4, filtered, and concentrated under reduced pressure to give thecrude product.
26.1 g With thionyl chloride In chloroform Reflux; 1.2-2.2 2) Take 33.0 g of compound III crude product, add 150 ml of chloroform, turn on stirring, slowly add 36.0 g of thionyl chloride dropwise, and after the addition is completed, the temperature is raised to the reflux of the system. After the reaction is completed by TLC monitoring, the system is cooled to 5~10 oC in an ice bath. Add 60 ml of water to quench the reaction, separate the layers after quenching, and collect the lower organic phase. Wash the aqueous phase with 30 ml of chloroform. After washing, the organic phase is collected by liquid separation, dried over anhydrous sodium sulfate for 2 hours, and the organic phase is spin-dried to obtain a yellow oil. That is, compound IV 26.1 g.

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  • 2
  • [ 7525-23-7 ]
  • [ 13171-25-0 ]
  • [ 114022-15-0 ]
YieldReaction ConditionsOperation in experiment
60% With triethylamine In xylene for 9h; Heating;
  • 3
  • [ 7525-23-7 ]
  • [ 4105-38-8 ]
  • [ 144102-56-7 ]
YieldReaction ConditionsOperation in experiment
80% With sodium hydride In tetrahydrofuran for 45h; Heating;
  • 4
  • [ 110-89-4 ]
  • [ 7525-23-7 ]
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  • [ 728-87-0 ]
  • 5
  • [ 7525-23-7 ]
  • [ 1956-30-5 ]
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