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ChemicalBook CAS DataBase List (2,3-dihydroxypropyl)trimethylammonium chloride
34004-36-9

(2,3-dihydroxypropyl)trimethylammonium chloride synthesis

3synthesis methods
3-Chloro-1,2-propanediol

96-24-2

Trimethylamine

75-50-3

(2,3-dihydroxypropyl)trimethylammonium chloride

34004-36-9

General procedure for the synthesis of 2,3-dihydroxypropyl-trimethylammonium chloride from 3-chloro-1,2-propanediol and trimethylamine: 0.00 g (±)-3-chloro-1,2-propanediol (0.452 mol), 178.00 g of a 30% aqueous solution of trimethylamine (0.904 mol), and 50 mL of deionized water were added to a 500 mL three-neck flask. Subsequently, the reaction system was warmed to 90 °C and stirred continuously at this temperature for 16 hours to ensure complete reaction of 3-chloro-1,2-propanediol. Upon completion of the reaction, the reaction mixture was cooled to 20 °C and extracted three times with ethyl acetate (100 mL x 3) to remove organic impurities. The aqueous phase was collected and concentrated to dryness by rotary evaporator to give 70.00 g of white solid product in 91.2% yield and 93.40% purity by HPLC.

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Yield: 91.2%

Reaction Conditions:

in water at 90; for 16 h;

Steps:

1 Synthesis of (±) -2,3-dihydroxypropyl trimethylammonium chloride
0.00 g of (±)-3-chloro-1,2-propanediol (0.452 mol), 178.00 g of a 30% aqueous solution of trimethylamine (0.904 mol) and 50 mL of water were added to a 500 mL vial.Then, the temperature was raised to 90 ° C, and the mixture was stirred for 16 hours to complete the reaction of the raw material 3-chloro-1,2-propanediol.The temperature was lowered to 20 ° C, and the reaction mixture was washed three times with ethyl acetate (100 mL×3), and the aqueous solution was collected and concentrated to dryness to give a white solid (70.00 g), yield 91.2%, HPLC purity 93.40%.

References:

Aisite (Chengdu) Bio-pharmaceutical Co., Ltd.;Wen Wandong;Ding Gang;Hu Zhipeng;Cheng Rui;Guo Peng CN108129338, 2018, A Location in patent:Paragraph 0027; 0029; 0030

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