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

HRID 2393169ノート

反応式

HRID 2393169 の反応式
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]

参加物

4

反応物 3

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

生成物 1

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

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-cd6067a0d604440d9ab209dbfe09a2b7
出典データセット
uspto-grants-1998_09
特許番号
US05804601

反応ノート

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