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ChemicalBook CAS DataBase List 4-Methylmorpholine
109-02-4

4-Methylmorpholine synthesis

15synthesis methods
4-Methylmorpholine preparation method is to slowly add formaldehyde in morpholine drop by drop, under stirring add formic acid reaction, automatic reflux, and release carbon dioxide. After adding formic acid, heating reflux 4 ~ 5h, cooling and adding sodium hydroxide immediately distillation, collect all the fraction before the boiling point of 99 ℃, and then add sodium hydroxide in the fraction to saturation, cooling the oil layer, drying, fractional distillation, to obtain N-methylmorpholine.
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Yield:109-02-4 98.4%

Reaction Conditions:

Stage #1: N-Methyldiethanolaminewith sulfuric acid at 60 - 170; for 7.5 h;
Stage #2: at 60 - 70; for 0.5 h;Temperature;Reagent/catalyst;Time;

Steps:

2 Example 2, a N-methyl morpholine cycle preparation method, N- methyl diethanolamine as raw material, concentrated sulfuric acid (concentration98%) as a catalyst, followed by the following steps:

1), synthesis:In a 500 ml four-necked flask, 120 g of concentrated sulfuric acid (1.2 mol, 98%) was slowly added dropwise (the temperature was controlled to not more than 60 ° C and the addition was completed in about 30 minutes) to 119.16 g of N-methyldiethanolamine The temperature was raised to 160 ~ 170 reflux reaction for 7 hours, during the reaction water was distilled off. After the reaction was completed, the mixture was cooled to room temperature to obtain a reaction solution.2), ammonium transfer:Under stirring at room temperature, 119.16 g of N-methyldiethanolamine (1 mol) was dropped into the reaction mixture (dropwise for about 30 minutes), and 2.38 g of T-5000 (about N-methylbis Ethanolamine 2% by mass), followed by raising the temperature to 60 to 70 ° C and stirring for 30 minutes.3) Distillation:The ammonium salt transfer reaction solution obtained in step 2) is subjected to vacuum distillation to collect 55-60 ° C. at a pressure of -0.95 MPaUnder a nitrogen atmosphere to obtain 99.63 g of N-methylmorpholine. Product purity of 99.9%; consumption of N-methyldiethanolamine as a benchmark,Yield 98.4%.

References:

CN106632143,2017,A Location in patent:Paragraph 0043; 0044; 0045; 0046; 0047; 0048; 0049-0092

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