(R)-(4-BENZYL-MORPHOLIN-3-YL)-ACETIC ACID METHYL ESTER synthesis
- Product Name:(R)-(4-BENZYL-MORPHOLIN-3-YL)-ACETIC ACID METHYL ESTER
- CAS Number:917572-30-6
- Molecular formula:C14H19NO3
- Molecular Weight:249.31
Yield:917572-30-6 90%
Reaction Conditions:
Stage #1: methanol;(R)-2-(4-benzylmorpholin-3-yl)acetonitrilewith hydrogenchloride at 20;
Stage #2: with sodium carbonate in water;
Steps:
6.c
(c) Methyl [(3R)-4-benzylmorpholin-3-yl] acetate; (3i?)-4-Benzyhnorpholine-3-carbonitrile (0.50 g, 2.3 mmol) was dissolved in an HCl- saturated solution of methanol (10 mL). The mixture was stirred at RT overnight and then diluted with water (10 mL). After 10 min at RT most of the methanol was removed by evaporation. The aqueous solution was neutralized by the addition OfNa2CO3 and then extracted twice with ethyl acetate. The organic solution was separated by means of a phase separator column and then the solvent was removed by evaporation. There was obtained 0.52 g (90%) of methyl [(3i?)-4-benzylmoφholin-3-yl]acetate. 1H NMR (500 MHz, CDCl3): 2.2 (m, IH), 2.5-2.6 (m, 3H), 3.0 (m, IH), 3.3 (d, IH), 3.5-3.8 (m, 8H), 7.2-7.3 (m, 5H).
References:
WO2006/137790,2006,A1 Location in patent:Page/Page column 33
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