(R)-3-Methylmorpholine hydrochloride synthesis
- Product Name:(R)-3-Methylmorpholine hydrochloride
- CAS Number:953780-78-4
- Molecular formula:C5H12ClNO
- Molecular Weight:137.61
![Morpholine, 4-[(4-methoxyphenyl)methyl]-3-methyl-, (3R)-](/CAS/20210305/GIF/954133-47-2.gif)
954133-47-2
953780-78-4
General procedure for the synthesis of (R)-3-methylmorpholine hydrochloride from the compound (CAS: 954133-47-2): to a solution of (5R)-4-(4-methoxybenzyl)-5-methylmorpholine (17.8 g, 80.3 mmol) in 1,2-dichloroethane (180 mL) was added 1-chloroethyl chloroformate (46 g, 322 mmol). The reaction mixture was stirred at 80 °C for 6 hours. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure. The residue was dissolved in methanol (180 mL) and stirred at 80 °C for 1 hour. The solvent was again removed by evaporation under reduced pressure and the residue was washed with ethyl acetate and dried to give (3R)-3-methylmorpholine hydrochloride (8.2 g, 59.6 mmol, 74% yield) as white crystals.
954133-47-2
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953780-78-4
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Yield:953780-78-4 74%
Reaction Conditions:
Stage #1: (R)-4-(4-methoxybenzyl)-3-methylmorpholinewith carbonochloridic acid 1-chloro-ethyl ester in 1,2-dichloro-ethane at 80; for 6 h;
Stage #2: with methanol at 80; for 1 h;
Steps:
8
(3R) 3-Methvlmorpholine hydrochloride; 1-Chloroethyl chloroformate (46 g, 322 mmol) was added to a solution of (5R)-4-(4-methoxybenzyl)-5-methylmorpholine (17.8 g, 80.3 mmol) in 1,2-dichloroethane (180 ml) and the mixture was stirred for 6 hours at 80 0C. The solvent was evaporated under reduced pressure and a methanol (180 ml) solution of the residue was stirred for one hour at 80 0C. The solvent was evaporated under reduced pressure, and the residue was washed with ethyl acetate and dried to afford (3R)-3-methylmorpholine hydrochloride (8.2 g, 59.6 mmol, 74 %) as white crystals.
References:
WO2007/119463,2007,A1 Location in patent:Page/Page column 197; 198
74571-98-5
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![3-Morpholinone, 4-[(4-methoxyphenyl)methyl]-5-methyl-, (5R)-](/CAS/20200515/GIF/570398-22-0.gif)
570398-22-0
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953780-78-4
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