3-Morpholino-1-propanol

To the reaction bottle were added 913.5 g of toluene, 174 g of morpholine and 556 g of 3-bromopropanol, and 331.2 g of potassium carbonate was added under stirring, The reaction was heated at 75-80 ° C for 8 hours. After completion of the reaction, pressure filtration and concentration of the filtrate to remove toluene and unreacted raw materials, obtained light yellow278.4 g of N - (3-hydroxypropyl) morphorphine, a molar yield of 96percentGas purity was 98.5percent.Morpholine 2a(3.1g, 36mmol) and 3-bromo-1-propanol (2.5g, 18mmol) were dissolved in 20mL of toluene at 80° C for 4 hours. The reaction was cooled to room temperature and the reaction was filtered. The filter cake was washed with ethyl acetate (2 mL X 2) and concentrated under reduced pressureThe filtrate gave the title product 3-morpholinopropan-1-ol 2b (2.3 g, yellow oil), yield: 88.5percent.To a mixture of morpholine (33 mL, 371 mmol) and CH2C12(650 mL) was added 3-bromopropanol (25.8 g, 186 mmol), andthe mixture was heated at 50 °C for 18 h. The reaction wascooled, diluted with CH2C12/ and filtered. The filtrate waschromatographed (150 g SiC>2, ; CH2C12 to 5percent 2 M NH3/MeOH inCH2C12) to give the title compound as a liquid (27.0 g, 50percent) ..NMR (250 MHz, DMSO-dg) : 8 1.50(m, 2H) , 2.24(m, 6H), 3.36(t, J= 6.5 Hz, 1H) , 3.49(111, 2H) , 4.36(s, 1H) .FIA-MS, m/e: 146.1 (m+1).

Molecular Weight:145.20
XLogP3:-0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:145.110278721
Monoisotopic Mass:145.110278721
Topological Polar Surface Area:32.7
Heavy Atom Count:10
Complexity:81.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes