(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane hydrochloride synthesis
- Product Name:(1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane hydrochloride
- CAS Number:866783-13-3
- Molecular formula:C12H18ClNO2
- Molecular Weight:243.73
866783-12-2
866783-13-3
The general procedure for the synthesis of (1S)-4,5-dimethoxy-1-methylaminomethyl-benzocyclobutane hydrochloride from (S)-1-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)-N-methylmethylamine is as follows: (1S)-4,5-dimethoxy-1-methylaminomethyl-benzocyclobutane hydrochloride, which was obtained from the previous step, was was dissolved in a solvent mixture of ethyl acetate (20 mL) and ethanol (5 mL) and stirred at 20 °C. Subsequently, hydrogen chloride gas was passed into the reaction solution and stirring was continued at 15 °C - 20 °C for 1 hour until the reaction solution became turbid. After completion of the reaction, the reaction mixture was washed with a mixed solvent of ethyl acetate/ethanol (4:1, v/v) and dried to afford (1S)-4,5-dimethoxy-1-[(methylamino)methyl]benzocyclobutane hydrochloride (2.38 g, 95% yield).
866783-12-2
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866783-13-3
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Yield:866783-13-3 95%
Reaction Conditions:
Stage #1: [{(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl](methyl)aminewith acetic acid in ethanol at 20; for 0.5 h;
Stage #2: with hydrogenchloride at 15 - 20; for 1 h;
Steps:
1.4.C Step C: (1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane hydrochloride
The (1S)-4,5-dimethoxy-1-[(methylamino)methyl]benzocyclobutane obtained in the previous step was dissolved in acetic acid.Ethyl (20ml)And Ethanol (5ml)In the mixed solution,Stir at 20°C for 30 minutes,Then pass hydrogen chloride gas into the liquid,The turbid liquid will be stirred at 15°C20°C for 1h.Suction filtrationWash with a mixture of ethyl acetate/ethanol = 4:1,Dry (1S)-4,5-dimethoxy-1-[(methylamino)methyl]benzocyclobutane hydrochloride (2.38 g, 95%)
References:
CN104557573,2018,B Location in patent:Paragraph 0109; 0116; 0121; 0122
![(S)-3,4-dimethoxy-bicyclo[4.2.0]octa-1,3,5-triene-7-carboxylic acid N-methyl-amide](/CAS/20200515/GIF/1220993-43-0.gif)
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![Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S,4R)-, compd. with (7S)-3,4-dimethoxy-N-methylbicyclo[4.2.0]octa-1,3,5-triene-7-methanamine (1:1)](/CAS/20211123/GIF/1031767-75-5.gif)
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866783-13-3
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