Hydroxyamine hydrochloride → Ethyl 6-hydroxyimino-6-(2-naphthyl)hexanoate

HRID 2393169노트

반응식

HRID 2393169 반응식
Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].O=[C:10]([C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=1)[CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]>>[OH:3][N:2]=[C:10]([C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=1)[CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]

참가 물질

4

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 18979220Ethyl 6-(naphthalen-2-yl)-6-oxohexanoate

생성물 1

HCID 86753080Ethyl 6-hydroxyimino-6-(2-naphthyl)hexanoate수율 120.3%

실험 절차

An ethanolic solution (150 ml) of ethyl 6-oxo-6-(2-naphthyl)hexanoate (15 g) was added to an aqueous solution (42 ml) of hydroxylamine hydrochloride (4.8 g) and sodium acetate (5.7 g) and the mixture was refluxed for 2 hours. The ethanol was then distilled off under reduced pressure and the residue was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium chloride solution and dried and the solvent was distilled off. The crude residue was purified by silica gel column chromatography (hexane-ethyl acetate =10:1) to provide ethyl 6-hydroxyimino-6-(2-naphthyl)hexanoate (19 g).

후처리

  1. temperaturethe mixture was refluxed for 2 hours
  2. distillationThe ethanol was then distilled off under reduced pressure
  3. extractionthe residue was extracted with ethyl acetate
  4. washThe extract was washed with saturated aqueous sodium chloride solution
  5. customdried
  6. distillationthe solvent was distilled off
  7. customThe crude residue was purified by silica gel column chromatography (hexane-ethyl acetate =10:1)

출처 및 근거

ORD 기록
ord-cd6067a0d604440d9ab209dbfe09a2b7
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05804601

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