N-Methylmorpholine N-oxide monohydrate → HCID 21948859、化合物

HRID 2215433ノート

反応式

HRID 2215433 の反応式
[OH2:1].[CH3:2][N+:3]1([O-])[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1.[N+:10]([C:13]1[CH:22]=[CH:21]C=C2[C:14]=1[CH:15]=[CH:16]C(C=C)=N2)([O-:12])=[O:11]>C(O)(C)C.CC(C)=O.O.[Os](=O)(=O)(=O)=O>[OH:1][CH:8]([N:3]1[C:4]2[C:14](=[C:13]([N+:10]([O-:12])=[O:11])[CH:22]=[CH:21][CH:5]=2)[CH:15]=[CH:16][CH2:2]1)[CH2:7][OH:6]

参加物

7

反応物 2

HCID 2724197N-Methylmorpholine N-oxide monohydrateHCID 21948811HCID 21948811、化合物

生成物 1

HCID 21948859HCID 21948859、化合物

試薬・触媒・溶媒 4

HCID 30318Osmium Tetroxide触媒HCID 180Acetone溶媒HCID 962Water溶媒HCID 3776Isopropanol溶媒

実験手順

336 mg (2.5 mmol) of N-methylmorpholine-N-oxide hydrate and 10.22 ml of osmium tetroxide solution in isopropanol are added at 0° C. to a solution that consists of 3.18 g (15.88 mmol) of 5-nitro-2-vinylquinoline in 140 ml of acetone and 21 ml of water, and the reaction mixture is stirred for 24 hours at room temperature. Then, the solvent is removed in a vacuum, and the residue is taken up in ethyl acetate. The organic phase is washed with water and saturated sodium chloride solution. The aqueous phase is extracted repeatedly with dichloromethane, diethyl ether and ethyl acetate. The combined organic phases are dried on sodium sulfate. After removal of the solvent and purification of silica gel with hexane-ethyl acetate (0–100%) as well as with ethyl acetate-methanol (0–20%), 1.64 g (44% of theory) of the product is obtained.

後処理

  1. customThen, the solvent is removed in a vacuum
  2. washThe organic phase is washed with water and saturated sodium chloride solution
  3. extractionThe aqueous phase is extracted repeatedly with dichloromethane, diethyl ether and ethyl acetate
  4. customThe combined organic phases are dried on sodium sulfate
  5. customAfter removal of the solvent and purification of silica gel with hexane-ethyl acetate (0–100%) as well as with ethyl acetate-methanol (0–20%), 1.64 g (44% of theory) of the product
  6. customis obtained

出典と根拠

ORDレコード
ord-7a5e1a900e3a456f930918cf3e006970
出典データセット
uspto-grants-2006_09
特許番号
US07109212B2

反応ノート

読み込み中…