ChemicalBook CAS DataBase List (R)-3-Methylmorpholine hydrochloride

(R)-3-Methylmorpholine hydrochloride synthesis

4synthesis methods

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)-

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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 Synthesis