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Chemical Structure| 84449-63-8 Chemical Structure| 84449-63-8

Structure of 84449-63-8

Chemical Structure| 84449-63-8

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Product Details of [ 84449-63-8 ]

CAS No. :84449-63-8
Formula : C18H14O4S
M.W : 326.37
SMILES Code : CC(OC1=CC=C(C2=CC3=CC=C(OC(C)=O)C=C3S2)C=C1)=O
MDL No. :MFCD03411575

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Application In Synthesis of [ 84449-63-8 ]

* 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 [ 84449-63-8 ]

[ 84449-63-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 84449-63-8 ]
  • [ 84449-80-9 ]
  • [ 82640-04-8 ]
YieldReaction ConditionsOperation in experiment
70.4% PHASE A 42 kg of methylene chloride and 7.8 kg of 4- (2-piperidinoethoxy)-benzoic acid hydrochloride (0.027 KMOL), 0.12 kg pyridine (0.0015 KMOL) are fed into a reactor and heated under reflux and then 3.96 kg of thionyl chloride (0.033 KMOL) are added. The mixture is stirred for 1 hour then about 20 litres of methylene chloride are distilled off. The mixture is cooled to 20-30 C and 6 kg of 6-ACETOXY-2- (4- ACETOXYPHENYL) benzo [b] thiophene (IV) (0.018 KMOL) are added. The mixture is stirred until is completely homogenised. PHASE B 36 kg of methylene chloride and 16.8 kg of aluminium trichloride (0.126 KMOL) are fed into a reactor. While stirring, the CHLOROMETHYLENE suspension, comprised of phase A prepared as described above, is added at 15-30 C. The mixture is stirred for 1 hour then the entire reaction mixture is poured into a reactor containing 60 kg of ice. The mixture is stirred at 15-30 C then the suspension is centrifuged, washing with 3 kg of methylene chloride and 3 kg of deionised water. The centrifuged mother liquors, containing the product, are fed into a reactor and the phases are separated. The organic phase is distilled off until obtaining an oily residue and 15 kg of methyl alcohol are added, stirred at 20-40 C and, maintaining the same temperature, 9.1 kg of 30percent sodium hydroxide (0.068 KMOL) are poured in. The mixture is stirred for 1 hour and 30 kg of deionised water and 30 kg of ethyl acetate are added. At the same temperature 7.2 kg of 37percent hydrochloric acid (0.073 KMOL) are then added. The suspension is centrifuged, washing with 6 kg of ethyl acetate and 6 kg of deionised water. At the end 6.6 kg of dried product with HPLC purity > 98percent and low aluminium content are obtained. The reaction yield calculated on the 6- ACETOXY-2- (4-ACETOXYPHENYL) benzo [b] thiophene (IV) is equal to a yield of 70.4percent.
 

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