CONTINUOUS FLOW PROCESS AND APPARATUS FOR MANUFACTURE OF DL-2-NITRO-1-BUTANOL
A continuous process(200) for manufacture of dl-2-nitro-1-butanol from 1-nitropropane is disclosed. The process mixes aqueous solution of sodium hydroxide (A) and a solution of 1-nitropropane (B) dissolved in alcohol(203) at a first molar ratio in a first tubular reactor to form a mixture. The mixture is pumped(205) with an aqueous solution of formaldehyde at a second predetermined molar ratio to a second tubular reactor for a second residence time to form a product stream. The product stream is quenched(207) in glacial acetic acid to obtain quench liquor having dl-2-nitro-1-butanol. The first(130) and the second(150) tubular reactors are maintained at a temperature of 35° C or less. The method produces conversion of at least 89% dl-2-nitro-1-butanol with residence time of 30 minutes or less. Apparatus for continuous production of dl-2-nitro-1-butanol from 1-nitropropane is further disclosed. A method of obtaining dl-2-amino-1-butanol by hydrogenation of the dl-2-nitro-1-butanol is further disclosed.
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Paragraph 0029-0034
(2021/02/12)
Hydrogen-Bond-Assisted Sequential Reaction of Silyl Glyoxylates: Stereoselective Synthesis of Silyl Enol Ethers
A novel hydrogen-bond-assisted sequential reaction of silyl glyoxylates is described. This method provides an efficient strategy for the synthesis of silyl enol ethers with high selectivity. In these transformations, hydrogen bonds from 2-nitroethanol and its derivatives are critical to the stereochemical outcome. Both E- and Z-isomers are achieved via Henry reaction/Brook rearrangement/elimination and Henry reaction/Brook rearrangement/retro-Henry reaction/elimination processes, respectively (up to 99:1 Z-selectivity, and 9.2:1 E-selectivity).
Zhu, Chen,Han, Man-Yi,Liang, Xiu-Xia,Guan, Bin,Li, Pinhua,Wang, Lei
supporting information
p. 54 - 59
(2021/01/09)
Novel electrophilic ipso acylation - Detosylation reaction of pyrroles
A pyrrole and two pyrroloindoles that are substituted with a p-toluenesulfonyl group undergo an ipso acylation - detosylation reaction with acid chlorides and aluminum chloride to afford the corresponding acyl-substituted pyrroles and pyrroloindoles.