反应详情

HA-4 (2-[2-(hydroxyamino)-2-oxoethyl]heptadecanoic acid) was prepared as follows. Hydroxylamine hydrochloride (18.07 g, 0.26 moles) was dissolved in pyridine (18.49 g, 0.26 moles) by stirring the mixture for one-half hour at 26° C. n-Hexadecyl succinic anhydride (88.14 g, 0.27 moles, available from Tokyo Kasei Kogyo Co. Ltd., Tokyo, Japan) was added to the solution followed by the addition of acetonitrile (about 50 ml). The resulting mixture was refluxed for two hours, cooled, and the solvent removed under reduced pressure using a rotary evaporator. Hydrochloric acid (10%) in water (100 ml) was added to the resulting residue and the mixture filtered to recover the suspended solids. The filtrate was dispersed in water to dissolve the pyridinium hydrochloride by-product of the reaction and the dispersion filtered and the solid retained. The process of washing with water and filtering was repeated several times, yielding 2-[2-(hydroxyamino)-2-oxoethyl]heptadecanoic acid as a solid.

1. customHA-4 (2-[2-(hydroxyamino)-2-oxoethyl]heptadecanoic acid) was prepared
2. additionwas added to the solution
3. temperatureThe resulting mixture was refluxed for two hours
4. temperaturecooled
5. customthe solvent removed under reduced pressure
6. customa rotary evaporator
7. additionHydrochloric acid (10%) in water (100 ml) was added to the resulting residue
8. filtrationthe mixture filtered
9. customto recover the suspended solids
10. additionThe filtrate was dispersed in water
11. dissolutionto dissolve
12. customthe pyridinium hydrochloride by-product of the reaction
13. filtrationthe dispersion filtered
14. washThe process of washing with water
15. filtrationfiltering