Pyridine → 2-[2-(Hydroxyamino)-2-oxoethyl]heptadecanoic acid

HRID 987855노트

반응식

HRID 987855 반응식
Cl.[NH2:2][OH:3].N1C=CC=CC=1.[CH2:10]([CH:26]1[CH2:31][C:30](=[O:32])[O:29][C:27]1=[O:28])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]C>C(#N)C>[OH:3][NH:2][C:30](=[O:32])[CH2:31][CH:26]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:27]([OH:29])=[O:28]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 778682,5-Furandione, 3-hexadecyldihydro-HCID 443297Hydroxyamine hydrochloride

생성물 1

HCID 227129832-[2-(Hydroxyamino)-2-oxoethyl]heptadecanoic acid

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3fceb0a823c44c2d91782220f93f948e
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06632872B1

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