Methyl 4-(2-morpholin-4-yl-ethoxy)benzoate synthesis
- Product Name:Methyl 4-(2-morpholin-4-yl-ethoxy)benzoate
- CAS Number:92501-87-6
- Molecular formula:C14H19NO4
- Molecular Weight:265.3
Yield:92501-87-6 100%
Reaction Conditions:
with potassium carbonate in acetonitrile at 50;
Steps:
54.1
Step 1 : Methyl 4- (2-morpholinoethoxy) benzoate (193) [0352] To a STIRRING solution of methyl 4-hydroxybenzoate 191 (1.08g, 7.10 MMOL) and 4- (2- CHLOROETHYL) MORPHOLINE HYDROCHLORIDE 192 (1.45g, 7.82 MMOL) in acetone was added potassium carbonate (2.95g, 21.3 MMOL). The reaction mixture was heated to 50°C overnight then cooled to rt and the resulting precipitate was filtered and washed with methanol to provide METHYL 4- (2- morpholinoethoxy) benzoate 193 (2.67g, 142%). 1H NMR: (DMSO) 8 (ppm): 400 MHz, (DMSO) d (ppm): 7.87 (s, J= 9.0 Hz, 2h), 7.03 (d, J= 9.0 Hz, 2H), 4.15 (t, J= 5.7 Hz, 2H), 3.80 (s, 3H), 3.56 (t, J= 4.5 Hz, 4H), 2.69 (t, J= 5.7 Hz, 4H), 2.47 (m, 4H). MS: 265.13 (CALC), 266.1 (obs).
References:
WO2005/30704,2005,A1 Location in patent:Page/Page column 207-208
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