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Chemical Structure| 5441-61-2 Chemical Structure| 5441-61-2

Structure of 5441-61-2

Chemical Structure| 5441-61-2

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Product Details of [ 5441-61-2 ]

CAS No. :5441-61-2
Formula : C10H16ClNO
M.W : 201.69
SMILES Code : OC1=CC=CC(C(N(C)C)C)=C1.[H]Cl
MDL No. :MFCD01707504

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Application In Synthesis of [ 5441-61-2 ]

* 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 [ 5441-61-2 ]

[ 5441-61-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 5441-61-2 ]
  • [ 105601-04-5 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; water; In dichloromethane; for 0.333333 - 1.33333h;pH 9.7;Product distribution / selectivity; Example 1: (i) Synthesis of rivastigmine base a) Preparation of 3-(1-dimethylaminoethyl)phenol An amount of 10.10 g (50.0 mmol) of 3-(1-dimethylaminoethyl)-phenol hydrochloride was dissolved in 75 ml of water and 100 ml of dichloromethane. 50 ml of 1 M NaOH were added dropwise to the mixture while stirring. The pH was adjusted to 9.7 with 1 M NaOH and the reaction mixture was stirred for another 20 minutes. The organic layer was separated and 50 ml of brine were added thereto and stirred for 20 minutes. The organic layer was separated, dried over Na2SO4 (7.0 g) and filtered. The organic layer was concentrated under reduced pressure to obtain 7.48 g of an oily residue of 3-(1-dimethylaminoethyl)phenol which rapidly crystallized. (ii) Synthesis of rivastigmine base (alternative) An amount of 6.06 g (30.0 mmol; 99.3 area %) of 3-(1-dimethylaminoethyl)phenol hydrochloride was dissolved in 45 ml of water and stirred for 10 minutes. 60 ml of dichloromethane was added and stirred for additional 10 minutes. 30 ml of 1 M NaOH was added dropwise in period of 30 minutes and the pH was set to 9.7 with 1 M NaOH. The reaction mixture was stirred for another 30 minutes. The layers were separated. The organic layer was dried with 2 g of Na2SO4, and filtered. After the filtration 30 ml of acetonitrile were added and concentrated at 600 mbar and a temperature of 50C twice. After the evaporation of the solvent, the pressure was slowly reduced to 350 mbar and maintained to complete the evaporation of dichloromethane. 3-(1-dimethylaminoethyl)phenol was obtained as a solution in acetonitrile.
 

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