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Hydroxyamine hydrochloride → Ethyl 5-(4-tert-butylphenyl)-1,2-oxazole-3-carboxylate

HRID 1510459
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반응식

HRID 1510459 반응식
Cl.[NH2:2]O.[C:4]([C:8]1[CH:13]=[CH:12][C:11]([C:14](=[O:23])[CH2:15][C:16](=O)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:10][CH:9]=1)([CH3:7])([CH3:6])[CH3:5]>C(O)C>[C:4]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:23][N:2]=[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:15]=2)=[CH:10][CH:9]=1)([CH3:7])([CH3:6])[CH3:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 443297Hydroxyamine hydrochlorideHCID 43186901Ethyl 4-(4-tert-butylphenyl)-2,4-dioxobutanoate

생성물 1

HCID 20534825Ethyl 5-(4-tert-butylphenyl)-1,2-oxazole-3-carboxylate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Hydroxylamine hydrochloride (6.14 g, 88.0 mmol) was added to a suspension of ethyl 4-(4-tert-butylphenyl)-2,4-dioxobutanoate (20.4 g, 73.7 mmol) in absolute ethanol (300 mL) and the reaction was heated to reflux for 3 hours. After cooling to room temperature, the organics were removed in vacuo and the resulting residue was purified by silica gel chromatography, eluting with heptane to 10% methanol in dichloromethane, to obtain afford the title compound white solid was filtered, washed with water and cold ethanol and dried in vacuo to obtain ethyl 5-(4-tert-butylphenyl)isoxazole-3-carboxylate (15.9 g, 58.0 mmol).

후처리

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 3 hours
  3. customthe organics were removed in vacuo
  4. customthe resulting residue was purified by silica gel chromatography
  5. washeluting with heptane to 10% methanol in dichloromethane
  6. customto obtain

출처 및 근거

ORD 기록
ord-5f60039cd4224f06ac7d8fa176601e6f
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08211927B2

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