(R)-1-(3-Bromophenyl)ethylamine synthesis
- Product Name:(R)-1-(3-Bromophenyl)ethylamine
- CAS Number:176707-77-0
- Molecular formula:C8H10BrN
- Molecular Weight:200.08
24280-05-5
176707-77-0
The general procedure for the synthesis of (R)-1-(3-bromophenyl)ethylamine from 1-(3-bromophenyl)ethanone oxime is as follows: 1 equiv. of N-[1-(3-bromophenyl)ethylidene]hydroxylamine, 5 mol% of RuCl(Cymene)(S-tol-Binap)Cl catalyst, 5 equiv. of additives, and 70 vol. of methanol (relative to the amount of the oxime) are added to a glass vial. The glass vials were placed in a parallel autoclave, which was pressurized to 30 bar with hydrogen, then heated to 90 °C and kept for 24 hours. After completion of the reaction, the system was cooled to 20 °C. The reaction mixture was diluted with isopropyl alcohol. The reaction mixture was diluted with isopropanol and analyzed by chiral HPLC.
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176707-77-0
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Yield:-
Steps:
Multi-step reaction with 5 steps
1.1: bromine / dichloromethane / 1 h / 0 °C
2.1: hydroxylamine hydrochloride / water; methanol / 25 °C
3.1: sodium tetrahydroborate / water; acetonitrile / 0.17 h / 25 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
4.2: 18 h / 20 °C
5.1: C19H23BNO3(1-)*H(1+); borane-THF / 1,4-dioxane; tetrahydrofuran / 0 °C / Inert atmosphere
References:
Ou, Wenhua;Espinosa, Sandraliz;Melendez, Hector J.;Farre, Silvia M.;Alvarez, Jaime L.;Torres, Valerie;Martinez, Ileanne;Santiago, Kiara M.;Ortiz-Marciales, Margarita [Journal of Organic Chemistry,2013,vol. 78,# 11,p. 5314 - 5327]
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176707-77-0
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![Acetic acid, [[1-(3-bromophenyl)ethyl]amino]oxo-, octyl ester](/CAS/20180529/GIF/185527-07-5.gif)
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176707-77-0
92 suppliers
$40.00/1g
74877-08-0
68 suppliers
$45.00/100mg
2142-63-4
406 suppliers
$5.00/10g
176707-77-0
92 suppliers
$40.00/1g