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Chemical Structure| 49757-42-8 Chemical Structure| 49757-42-8

Structure of 49757-42-8

Chemical Structure| 49757-42-8

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Product Details of [ 49757-42-8 ]

CAS No. :49757-42-8
Formula : C22H21ClO3
M.W : 368.85
SMILES Code : COC1=CC=C(C(C2=CC=C(OC)C=C2)(Cl)C3=CC=C(OC)C=C3)C=C1
MDL No. :MFCD00008408
InChI Key :OBFCMKPFILBCSQ-UHFFFAOYSA-N
Pubchem ID :630505

Safety of [ 49757-42-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 49757-42-8 ]

* 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 [ 49757-42-8 ]

[ 49757-42-8 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 3010-81-9 ]
  • [ 49757-42-8 ]
YieldReaction ConditionsOperation in experiment
90% With acetyl chloride; In toluene; at 100℃; for 2h;Inert atmosphere; General procedure: AcCl (3 equiv) was added to the appropriate alcohol (1 equiv) dissolved in toluene (2mL/mmol) and the mixture was heated to 100C. After 2h, the volatiles were removed under reduced pressure and the solid was dissolved in dry toluene (4mL/mmol) and evaporated to dryness three times. The crude product was used without any further purification.
With acetyl chloride; In toluene; for 1h;Reflux; Tetrakis(4-methoxyphenyl)methane 1 Acetyl chloride (excess, 5.0 mL) was added to a solution of <strong>[3010-81-9]tris(4-methoxyphenyl)methanol</strong> 2 (1.0 equiv, 4.9 mmol, 1.7 g) in toluene (30 mL). After heating at reflux for 1 h, the toluene was removed under reduced pressure. The product was precipitated by addition of light petroleum, collected by filtration and dried under vacuum. Compound 3 was obtained as an orange solid, and used without further purification. To a solution of 4-bromoanisole (1.1 equiv, 2.1 mmol, 390 mg) in dry THF (20 mL) at RT under a nitrogen atmosphere was added magnesium turnings (1.1 equiv, 2.1 mmol, 51 mg), and the solution was stirred at reflux for 1 h. This solution was added to a solution of trityl chloride 3 (1.0 equiv, 1.9 mmol, 700 mg) in dry THF at RT. After heating at reflux for 1 h, water (20 mL) was added at RT. Most of the THF was removed under reduced pressure, then the aqueous phase was extracted with CH2Cl2 (3 * 20 mL). The combined organic phases were dried over MgSO4, filtered, and then concentrated under reduced pressure. Silica gel flash column chromatography (eluent: CH2Cl2) of the residue gave compound 1 as a white solid (225 mg, 0.5 mmol, 27% yield). The NMR analysis is similar to the one in the literature. 9 1H NMR (300.13 MHz, CDCl3, 25 C): δ = 7.07 (d, 3JH-H 9.0 Hz, 8H, aromatic CH), 6.77 (d, 3JH-H 9.0 Hz, 8H, aromatic CH), 3.78 (s, 12H, CH3). Mp 250-252 C (Lit.<ce-sup primary_key="ce-sup-35847677-none">9,10 246-248 C).
With thionyl chloride; In toluene; at 0℃; for 4.5h;Reflux; To <strong>[3010-81-9]tris(4-methoxyphenyl)methanol</strong> (7.50 g, 21.4 mmol) in toluene (15 ml) at 0 C thionyl chloride (2.95 ml, 40.7 mmol) was added, followed by refluxing for 4.5 h. After cooling to rt n-heptane (40 ml) was added and the resulting precipitate was filtered off under N2 and washed with n-heptane (30 ml). The residue was twice recrystallized from n-heptane/toluene to result in 6.0 g ofy ellow crystals. 526 mg thereof were added to a mixture of ethylene glycol (194 mg, 3.13 mmol) and pyridine (2.2 ml). After stirring at rt for 25 h phosphate buffer (pH 7, 50 ml) was added, followed by extraction with Et2O. The combined organic layerswere dried (MgSO4) and concentrated in vacuo. Purification was accomplished by CC (EtOAc/n-pentane 35:65 1% EtMe2N).Yield: 235 mg (32%) of 8f and 37 mg (5%) of 12; 8f: colorless oil.
  • 2
  • [ 3010-81-9 ]
  • [ 75-36-5 ]
  • [ 49757-42-8 ]
  • 3
  • [ 49757-42-8 ]
  • [ 3010-81-9 ]
  • 4
  • [FeIII(BNPAPh2O)(OH)(OTf)] [ No CAS ]
  • [ 49757-42-8 ]
  • [ 3010-81-9 ]
  • [FeII(BNPAPh2O)(OTf)] [ No CAS ]
 

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