Ceric ammonium nitrate → HCID 18348642、化合物

HRID 2268527ノート

反応式

HRID 2268527 の反応式
[CH2:1]([NH:3][C:4](=[O:31])[O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]1[CH2:22][C:21]2[C:16](=[C:17]([O:29]C)[C:18]([O:27][CH3:28])=[C:19]([O:25][CH3:26])[C:20]=2[O:23]C)[CH2:15]1)[CH3:2].O=[N+]([O-])[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[Ce+4].[NH4+].[NH4+]>C(#N)C.O>[CH2:1]([NH:3][C:4](=[O:31])[O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH:14]1[CH2:22][C:21]2[C:20](=[O:23])[C:19]([O:25][CH3:26])=[C:18]([O:27][CH3:28])[C:17](=[O:29])[C:16]=2[CH2:15]1)[CH3:2]

参加物

5

反応物 2

HCID 180504Ceric ammonium nitrateHCID 183486018-(4,5,6,7-Tetramethoxyindan-2-yl)octyl N-ethylcarbamate

生成物 1

HCID 18348642HCID 18348642、化合物収率 55.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6342Acetonitrile溶媒

実験手順

To a solution of 8-(4,5,6,7-tetramethoxyindan-2-yl)octyl N-ethylcarbamate (1.22 g) in acetonitrile (12 ml) was dropwise added a solution of CAN (3.83 g) in water (12 ml) with cooling with ice. After the reaction mixture was stirred for 15 min, water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride and dried. The solvent was removed in vacuo. The residue was purified by silica gel column chromatography (hexane to hexane:ethyl acetate=4:1) and then with recrystallization from hexane-ethyl acetate to yield the entitled compound (630 mg) as crystals.

後処理

  1. temperaturewith cooling with ice
  2. extractionwas extracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated aqueous sodium chloride
  4. customdried
  5. customThe solvent was removed in vacuo
  6. customThe residue was purified by silica gel column chromatography (hexane to hexane:ethyl acetate=4:1)
  7. customwith recrystallization from hexane-ethyl acetate

出典と根拠

ORDレコード
ord-e1560d0b65da4d92b7c6b65f13e37363
出典データセット
uspto-grants-2001_12
特許番号
US06326369B1

反応ノート

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