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Chemical Structure| 522-66-7 Chemical Structure| 522-66-7
Chemical Structure| 522-66-7

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Hydroquinine is an organic compound and a cinchona alkaloid closely related to quinine.

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Product Details of Hydroquinine

CAS No. :522-66-7
Formula : C20H26N2O2
M.W : 326.43
SMILES Code : O[C@@H]([C@@]1([H])[N@@](CC2)C[C@H](CC)[C@@H]2C1)C3=CC=NC4=CC=C(OC)C=C43
MDL No. :MFCD00151107

Safety of Hydroquinine

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

Application In Synthesis of Hydroquinine

* 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 [ 522-66-7 ]

[ 522-66-7 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 17024-12-3 ]
  • [ 522-66-7 ]
  • dihydroquinine 9-O-(9'-phenanthryl) ether [ No CAS ]
  • 2
  • [ 42881-66-3 ]
  • [ 7285-11-2 ]
  • [ 522-66-7 ]
YieldReaction ConditionsOperation in experiment
With n-butyllithium; In tetrahydrofuran; hexane; water; EXAMPLE 28 Preparation of Dihydroquinine and Dihydroquinidine To 20 ml. of anhydrous ether was added 1.98 ml. of a 1.62M solution of butyllithium in hexane. The resulting solution was cooled to -70 and with stirring under a nitrogen atmosphere a solution of 760 mg. of <strong>[42881-66-3]4-bromo-6-methoxyquinoline</strong> in 20 ml. of anhydrous tetrahydrofuran was added. After stirring the mixture containing 6-methoxy-4-quinolyllithium for 30 minutes at -70, a solution of 538 mg. of freshly distilled 5(R)-ethyl-4(S)-quinuclidine-2ε-carboxaldehyde in 10 ml. of anhydrous ether was added during 15 minutes. After completion of the addition, stirring was continued for two hours at -70. The reaction mixture then was hydrolyzed by the addition of water, allowed to warm up to room temperature and diluted with an equal volume of ether. The aqueous layer was separated and extracted three times with 15 ml. of ether each. The combined organic extract was dried over sodium sulfate and evaporated to dryness. The residue was chromatographed on silica gel plates (Merck F-254) with chloroform-triethylamine-methanol (85:10:5) as the solvent mixture. Elution of the lowest of the major bands with chloroform-methanol (1:1) gave 138 mg. of dihydroquinine, mp 169-170 after recrystallization from chloroform-ether, [α]25 D -144.5 (c 0.935, 95 percent ethanol).
  • 3
  • [ 42881-66-3 ]
  • [ 51743-68-1 ]
  • [ 1435-55-8 ]
  • [ 522-66-7 ]
  • [ 14645-32-0 ]
 

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