4-Morpholineacetic acid

N-(2-Carboxymethyl)-morpholine is an alpha-amino acid.

b) 2-Morpholinoacetic acidThe solution of ethyl 2-morpholinoacetate (1 g, 57.8 mmol, 1.0 eq) in 8 N HC1 was stirred at 95 °C for 16 h. The mixture was concentrated and quenched and extracted as in Intermediate Example 15(b). The solvent was distilled off to afford the product in 96.3 percent yield (0.8 g). LC-MS (ESI): Calculated mass: 145.16; Observed mass: 146.3 [M+H] A solution of ethyl 2-morpholinoacetate (1.8 g, 11.44 mmol) in 8 N HCl (5 ml) was heated at 90° C. for 12 h. A solution of methyl N-morpholinoacetate (O.85g, 5.3 mmol) in 1 :1 5N NaOH/THF (10 ml) was stirred at 50General procedure: A 20mL PFR was constructed by coiling 81.5m of 1.59mm OD (0.56mm ID) stainless steel tubing. The PFR was placed in a gas chromatography oven that was modified for use as a PFR thermostat. 2.07MPa back pressure was provided by an Equilibar® backpressure regulator connected to a nitrogen cylinder. After depressurization, the product stream was collected in a glass pressure bottle under an atmosphere of nitrogen. The feed solution was pumped using an Isco® 1000D high pressure syringe pump and the flow rate was not calibrated. 100.0 g of ester 3a (estimated at 92.7percent w/w, 92.7g, 0.461mol) was dissolved in 1500 mL of 1:1 (v/v) 2-propanol : water and ~1000mL of this solution was charged to the syringe pump. The reactor was filled with 1:1 (v/v) 2-propanol:water solvent. The oven temperature was set to 160 °C and when the temperature had stabilized, flow from the reagent pump was initiated at 0.847mL/min (V/Q=23.61min). During the start up phase, samples were collected from the stream immediately after the reactor prior to the back pressure regulator in order to characterize the transition curve using

Molecular Weight:145.16
XLogP3:-2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:145.07389321
Monoisotopic Mass:145.07389321
Topological Polar Surface Area:49.8
Heavy Atom Count:10
Complexity:120
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes