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ChemicalBook CAS DataBase List (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine
477600-70-7

(3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine synthesis

3synthesis methods
-

Yield:477600-70-7 70%

Reaction Conditions:

Stage #1: 1-benzyl-4-methyl-3-(methylamino)pyridinium bromidewith sodium tetrahydroborate at 30; for 16 h;
Stage #2: with hydrogenchloride;ethanol at 30;

Steps:

1 Preparation Example 1: Synthesis of Compound 6 and Preparation of Intermediate

Add 1-benzyl-3-methylamino-4-methyl-pyridine bromide 15 (10 g, 34.1 mmol) to a 250 ml reaction vial, add ethanol (100 g), and start stirring at a temperature below 30 °C. Add sodium borohydride (3.87 g, to the reaction solution,102.3 mmol), after the addition was completed, the reaction solution was stirred for 16 hours, and the compound 15 was detected by HPLC to be less than 1%.2M HCl was added dropwise to the reaction solution, no bubbles were formed in the reaction system, and the reaction solution was concentrated to a one-third volume under reduced pressure.It was extracted twice with dichloromethane and the organic phases were combined and concentrated under reduced pressure to basic solvent free.To the crude product, ethanol (40 g) was added, and 2M hydrochloric acid ethanol (20 ml) was added dropwise at a temperature below 30 °C, and a solid precipitated. After the addition, stirring was continued for 1 hour, suction filtration, and the filter cake was dried under reduced pressure.Obtained a white product (6.9 g, 23.8 mmol),The yield was 70%.

References:

CN108610279,2018,A Location in patent:Paragraph 0014; 0016

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