4-Heptanamine → HCID 49854109、化合物

HRID 2410612ノート

反応式

HRID 2410612 の反応式
[CH3:1][CH2:2][CH2:3][CH:4]([NH2:8])[CH2:5][CH2:6][CH3:7].C([O:11][C:12](=O)[C:13]([C:15]1[CH:23]=[CH:22][C:18]2[O:19][CH2:20][O:21][C:17]=2[CH:16]=1)=[O:14])C>C(O)C>[O:19]1[C:18]2[CH:22]=[CH:23][C:15]([C:13](=[O:14])[C:12]([NH:8][CH:4]([CH2:5][CH2:6][CH3:7])[CH2:3][CH2:2][CH3:1])=[O:11])=[CH:16][C:17]=2[O:21][CH2:20]1

参加物

4

反応物 2

HCID 386654-HeptanamineHCID 2758872Ethyl (2H-1,3-benzodioxol-5-yl)(oxo)acetate

生成物 1

HCID 49854109HCID 49854109、化合物収率 29%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-Heptylamine (2.5 g, 22 mmol) was added to a stirred solution of benzo[1,3]dioxol-5-yl-oxo-acetic acid ethyl ester (2 g, 9 mmol)) in ethanol (40 ml)) at room temperature. The resulting reaction mixture was heated to reflux for 4 hours. Then ethanol was distilled off and stirring was continued at 110° C. for 2 hours. The reaction mixture was cooled to room temperature and then 50 ml of THF and 100 ml of aqueous HCl solution were added and stirred for 30 minutes. The mixture was extracted twice with DCM (50 ml). The organic layer was washed twice with water (50 ml) and concentrated in vacuum. The crude product was chromatographed on a silica gel column using ethylacetate/heptane (2:3) as eluent to provide the title compound (0.5 g, 29% yield) as red crystals.

後処理

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureto reflux for 4 hours
  4. distillationThen ethanol was distilled off
  5. addition50 ml of THF and 100 ml of aqueous HCl solution were added
  6. stirringstirred for 30 minutes
  7. extractionThe mixture was extracted twice with DCM (50 ml)
  8. washThe organic layer was washed twice with water (50 ml)
  9. concentrationconcentrated in vacuum
  10. customThe crude product was chromatographed on a silica gel column

出典と根拠

ORDレコード
ord-3b772ad31eec44688842126b8e36e340
出典データセット
uspto-grants-2014_08
特許番号
US08816102B2

反応ノート

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