تفاعل #49965

معادلة التفاعل

t-butyl bromoacetate

morpholine

→

morpholinoacetic acid

المردود 85.0%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   ترشيحfilter
2. 2
   غسيلwash the filter cake with ethyl ace tare
3. 3
   غسيلwash with saturated sodium bicarbonate (2×), water (2×) and brine
4. 4
   تجفيفDry (Na2SO4)
5. 5
   ترشيحfilter
6. 6
   أخرىevaporate the solvent in vacuo
7. 7
   درجة الحرارةcool in ice
8. 8
   أخرىbubble hydrogen chloride gas into the solution
9. 9
   workup.STIRRINGStir at room temperature overnight
10. 10
    درجة الحرارةcool
11. 11
    ترشيحfilter

الإجراء التجريبي

Dissolve t-butyl bromoacetate (leq) in tetrahydrofuran and add morpholine (2.2 eq) via syringe. Stir the reaction mixture at room temperature for 2 hours, filter and wash the filter cake with ethyl ace tare. Combine the organic filtrates and wash with saturated sodium bicarbonate (2×), water (2×) and brine. Dry (Na2SO4), filter and evaporate the solvent in vacuo. Take up the oily residue in ethyl acetate, cool in ice and bubble hydrogen chloride gas into the solution. Stir at room temperature overnight, cool and filter to give morpholinoacetic acid (85%); mp 169°-170° C.; 1H NMR (D2O) δ3.75-4.29 (br m, 6), 3.59 (br s, 2), 3.28 (br s, 2).

المصدر