반응 #52242

반응 방정식

maleimide

Maleimide

formaldehyde

NaOH

→

Hydroxy Methylmaleimide

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타an exothermic reaction
3. 3
   workup.WAITThe solution was placed in a freezer overnight
4. 4
   여과the resulting crystals filtered
5. 5
   세척washed with ice cold ethanol and diethyl ether
6. 6
   기타The white crystals were purified twice by sublimation

실험 절차

Maleimide (10 g, 0.103 mol) was added to 10 mL of a 37% solution of formaldehyde and 0.31 mL of a 5% solution of NaOH was added. Within 10 minutes all of the maleimide had dissolved and an exothermic reaction proceeded. The solution was stirred for 2 hours where white crystals were observed. The solution was placed in a freezer overnight and the resulting crystals filtered and washed with ice cold ethanol and diethyl ether. The white crystals were purified twice by sublimation. See P. O. Tawney, R. H. Snyder, R. P. Conger, K. A. Leibbrand, C. H. Stiteler, and A. R. Williams J. Org. Chem. 26, 15 (1961). m.p. 104-106° C. (9.77 g, 74.6%). 1H-NMR (Acetone-d6, δ, ppm): 4.96 (2H, —CH2—, s), 5.33 (1H, —OH, s), 6.93 (2H, —CH═CH—, s). 13C-NMR (Acetone-d6, δ, ppm): 60.9 (1C, —CH2—), 135.6 (2C, —CH═CH—), 173.1 (1C, —C═O).

출처