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1,2-Butanediol → HCID 66799967, 화합물

HRID 1528288
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HRID 1528288 반응식
[C@@H:1]1([NH2:8])[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[NH2:7].[CH2:9](O)[CH:10](O)[CH2:11][CH3:12]>C[C-]1C(C)=C(C)C(C)=C1C.C[C-]1C(C)=C(C)C(C)=C1C.[Cl-].[Cl-].[Cl-].[Cl-].[Ir+3].[Ir+3].C(=O)(O)[O-].[Na+]>[CH2:10]([C@@H:11]1[CH2:12][NH:8][C@@H:1]2[C@H:2]([CH2:3][CH2:4][CH2:5][CH2:6]2)[NH:7]1)[CH3:9]
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참가 물질

5

반응물 2

HCID 114291,2-ButanediolHCID 438061,2-Diaminocyclohexane, trans-

생성물 1

HCID 66799967HCID 66799967, 화합물수율 69%

시약·촉매·용매 2

HCID 516892Sodium Bicarbonate촉매HCID 76030743Pentamethylcyclopentadienyliridium dichloride촉매

실험 절차

Dichloro(pentamethylcyclopentadienyl)iridium (III) dimer (70 mg, 0.090 mmol) and sodium bicarbonate (73 mg, 0.87 mmol) were added to an aqueous (20 mL) solution of trans-cyclohexane-1,2-diamine (2.00 g, 17.5 mmol) and (±)-1,2-butanediol (1.69 mL, 18.4 mmol) with stirring at room temperature. Degassing and argon substitution were repeated 3 times, and the mixture was then stirred for 24 hours under reflux. The reaction mixture was concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (methylene chloride/methanol) to obtain (2R*,4aS*,8aS*)-2-ethyldecahydroquinoxaline (2.03 g, yield: 69%) in a yellow solid form.

후처리

  1. customDegassing
  2. stirringthe mixture was then stirred for 24 hours
  3. temperatureunder reflux
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. customThe obtained residue was purified by basic silica gel column chromatography (methylene chloride/methanol)

출처 및 근거

ORD 기록
ord-f162d1b9aed64ee9bdad18bd456c7028
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09090572B2

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