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Chemical Structure| 64471-47-2 Chemical Structure| 64471-47-2

Structure of 64471-47-2

Chemical Structure| 64471-47-2

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Product Details of [ 64471-47-2 ]

CAS No. :64471-47-2
Formula : C14H18O3
M.W : 234.29
SMILES Code : O[C@@](C1=CC=CC=C1)(C2CCCC2)C(OC)=O

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Application In Synthesis of [ 64471-47-2 ]

* 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 [ 64471-47-2 ]

[ 64471-47-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 64471-47-2 ]
  • [ 13220-33-2 ]
  • [ 873912-87-9 ]
YieldReaction ConditionsOperation in experiment
70% With sodium; In n-heptane; for 2h; A solution of R(-)2 (1.85 g, 7.9 mmol) and N-methyl-3-pyrrolidinol (3, 1.05 g, 10.4 mmol) in 40 ml of n-heptane was heated until 20 ml of heptane had distilled. Approximately 0.003 g of sodium was added, and the solution was stirred and heated for 2 h as the distillation was continued. More heptane was added at such a rate as to keep the reaction volume constant. Additional sodium was added at the end of an hour. The solution was then cooled and extracted with 3N HCl. The acid extract was made alkaline with concentrated NaOH and extracted three times with ether. Removal of dried ether solution gave a crude oil. Flash chromatography of the crude product on silica gel with 8:1 EtOAc:EtOH gave 2R-4 as a mixture of two diastereoisomers in an NMR-estimated ratio of 1:1, (1.68 g, 70percent). Analysis for C18H25NO3.0.2H2O. Calcd: C, 70.42; H, 8.34; N, 4.5. Found: C, 70.60; H, 8.26; N, 4.63. 1H NMR (CDCl3, 500 MHz): 1.28-1.37, 1.40-1.47, 1.51-1.70, 1.73-1.80, 1.83-1.90 [8H, m, (CH2)4], 2.14-2.21, 2.27-2.35, 2.36-2.42, 2.52-2.55, 2.64-2.81 (6H, m, CH2NCH2CH2), 2.33, 2.37 (3H, 2s, NCH3), 2.93 [1H, p, CHC(OH)], 3.78 (1H, bs, OH), 5.22 (1H, m CO2CH), 7.24-7.27, 7.31-7.35, 7.64-7.66 (5H, m, Ph) ppm.
 

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