Hydroxyamine hydrochloride → 6-Benzoylamino-6-(2-naphthyl)hexanohydroxamic acid

HRID 2393191노트

반응식

HRID 2393191 반응식
[C:1]([NH:9][CH: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](OCC)=[O:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:31][OH:32].C[O-].[Na+].CO>CO.O>[C:1]([NH:9][CH: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]([NH:31][OH:32])=[O:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 18979261HCID 18979261, 화합물HCID 23694274Sodium methanolate methanol

생성물 1

HCID 189791296-Benzoylamino-6-(2-naphthyl)hexanohydroxamic acid수율 41.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Ethyl 6-benzoylamino-6-(2-naphthyl)hexanoate (Reference Example 25) (0.8 g) and hydroxylamine hydrochloride (0.71 g) were suspended in methanol. To this suspension (4.2 ml) was added 4.9N sodium methoxide/methanol (4.9 ml) and the mixture was stirred at room temperature for 2 hours. This reaction mixture was diluted with water and the methanol was distilled off under reduced pressure. The residue was acidified with 3N HCl and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and concentrated and the crude residue was purified by silica gel column chromatography (ethyl acetate-hexane=2:1) to provide the title compound (0.32 g).

후처리

  1. distillationthe methanol was distilled off under reduced pressure
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customthe crude residue was purified by silica gel column chromatography (ethyl acetate-hexane=2:1)

출처 및 근거

ORD 기록
ord-ad20eeff06cb4630af27938fcea5c5af
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05804601

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