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1,2-Butanediol → HCID 66799967、化合物

HRID 1528288
ノート
印刷プレビュー

反応式

HRID 1528288 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

HCID 66799967HCID 66799967、化合物収率 69%

試薬・触媒・溶媒 2

HCID 516892Sodium Bicarbonate触媒HCID 76030743Pentamethylcyclopentadienyliridium dichloride触媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-f162d1b9aed64ee9bdad18bd456c7028
出典データセット
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09090572B2

反応ノート

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