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Chemical Structure| 748-97-0 Chemical Structure| 748-97-0

Structure of 748-97-0

Chemical Structure| 748-97-0

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Product Details of [ 748-97-0 ]

CAS No. :748-97-0
Formula : C26H31NO2
M.W : 389.53
SMILES Code : CCC(C1=CC=CC=C1)C(C2=CC=CC=C2)(C3=CC=C(OCCN(C)C)C=C3)O

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Application In Synthesis of [ 748-97-0 ]

* 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.

  • Upstream synthesis route of [ 748-97-0 ]

[ 748-97-0 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 748-97-0 ]
  • [ 77-92-9 ]
  • [ 54965-24-1 ]
  • [ 54965-24-1 ]
YieldReaction ConditionsOperation in experiment
7.5 g
Stage #1: With hydrogenchloride In water; isopropyl alcohol for 5 h; Reflux
Stage #2: at -5 - 10℃; for 10 h;
1) 20 g of raw material (formula I) was added to the three-necked flask, 180 ml of isopropyl alcohol was added, dissolved by stirring, 50 ml of hydrochloric acid was added, and the mixture was heated under reflux for 5 hours. HPLC to monitor the E isomer greater than 35percent (HPLC Figure 1), cooled to room temperature crystallization 2h, Filtration, filter cake can be recycled, the filtrate by adding 120ml of water, if solid, filter, take the filtrate, adjust the pH to sodium with sodium hydroxide, There is a solid precipitation, extracted with ethyl acetate to the organic layer without obvious color, pure water to weak alkaline, Dried over anhydrous sodium sulfate and filtered to dryness to give 10 g of an oily substance, i.e., a mixture of Z-tamoxifen and e-tamoxifen, with an E isomer content greater than 65percent (HPLC Figure 2); 10 ml of the above sample was added with 10 ml of acetone. After stirring and stirring, 5 g of citric acid was added, stirred and dissolved, cooled at -5-10 ° C for 10 h, The filter cake was washed with acetone to give 12 g of a mixture of tamoxifen citrate and tamoxifen citrate (E isomer content greater than 70percent) (HPLC Figure 3); Take the above 12g solid, add 60ml of water and 12ml of ethanol, dissolved in activated carbon after decolorization 0.5h, hot filter, the filtrate -5-25 ° C cooling crystallization, Filtration, filter cake with acetone beating washing, drying, 8g E-tamoxifen citrate (content greater than 98.5percent, HPLC shown in Figure 4); according to the above method for secondary recrystallization, So that 7.5gE-tamoxifen citrate (content of more than 99.5percent, HPLC Figure shown in Figure 5).
References: [1] Patent: CN103992234, 2016, B, . Location in patent: Paragraph 0055-0059.
 

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