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(R)-2,3-dihydro-1H-inden-1-amine hydrochloride[ No CAS ]
[ 161735-79-1 ]
Yield
Reaction Conditions
Operation in experiment
Multi-step reaction with 2 steps
1.1: sodium hydroxide; tetrabutylammomium bromide / water / 0.25 h / 15 - 20 °C
1.2: 2.75 h / 15 - 20 °C
2.1: isopropyl alcohol / 0.5 h / 5 - 10 °C
Multi-step reaction with 4 steps
1.1: pyridine / dichloromethane / 0.58 h / 20 °C / Ice bath
2.1: caesium carbonate / acetonitrile / 0.17 h / 30 - 35 °C
2.2: 4 h / 30 - 35 °C
3.1: potassium hydroxide / water; methanol / 30 - 35 °C
4.1: isopropyl alcohol / 20 - 60 °C
4.2: 0.42 h / 20 - 60 °C
Multi-step reaction with 2 steps
1.1: sodium hydroxide; tetrabutylammomium bromide / water / 0.25 h / 15 - 20 °C
1.2: 2.75 h / 15 - 20 °C
2.1: isopropyl alcohol / 0.5 h / 5 - 10 °C
Multi-step reaction with 2 steps
1: sodium hydroxide / toluene / 29 h / 30 °C
2: isopropyl alcohol / 1 h / 55 - 80 °C
With potassium carbonate; N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 120℃; for 72h;
3.1.1. General procedure A (Scheme 1)
General procedure: A mixture of 5 (3.30 g, 10.0 mmol), (S)-pentan-2-amine (3.48 g,40.0 mmol), potassium carbonate (5.52 g, 40.0 mmol), and N,N-diisopropylethylamine(7.0 mL, 40.0 mmol) in iPrOH (80 mL) washeated at 120 °C for 3 d. The reactionmixturewas extracted between EtOAc (3 80 mL) and H2O (80 mL). The combined organic layerswere washed with brine (50 mL), dried (Na2SO4), filtered, andconcentrated under reduced pressure. The residue was purified byan ISCO silica gel column to afford the desired product 6 as a paleyellow solid (2.82 g, 74%).
Chemistry
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Material Science
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110K+ Compounds
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