Azane;hydrate → (3R*,4S*)-4-amino-6-methoxy-2,2-dimethyl-7-nitro-3,4-dihydro-2H-1-benzopyran-3-ol

HRID 505642ノート

反応式

HRID 505642 の反応式
[O:1]1[C@H:7]2[C@@H:2]1[C:3]([CH3:18])([CH3:17])[O:4][C:5]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[C:9]([O:15][CH3:16])=[CH:8][C:6]=12.O.[NH3:20]>C(O)C>[NH2:20][C@H:7]1[C:6]2[CH:8]=[C:9]([O:15][CH3:16])[C:10]([N+:12]([O-:14])=[O:13])=[CH:11][C:5]=2[O:4][C:3]([CH3:18])([CH3:17])[C@@H:2]1[OH:1]

参加物

4

反応物 2

HCID 12896473Azane;hydrateHCID 25196994(3R*,4R*)-3,4-epoxy-6-methoxy-2,2-dimethyl-7-nitro-3,4-dihydro-2H-1-benzopyran

生成物 1

HCID 59031749(3R*,4S*)-4-amino-6-methoxy-2,2-dimethyl-7-nitro-3,4-dihydro-2H-1-benzopyran-3-ol収率 84%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

To a solution of (3R*,4R*)-3,4-epoxy-6-methoxy-2,2-dimethyl-7-nitro-3,4-dihydro-2H-1-benzopyran (2.64 g, 10.5 mmol) in ethanol (26 mL), an ammonia water (26 mL) was added, and the resulting mixture was stirred in a sealed tube at 100° C. for 2 hours. Upon the completion of the reaction, the solvent was distilled off. An aqueous solution of saturated sodium carbonate was added to the residue, and the resulting mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate and thereby the aimed product was obtained as red amorphous substance (yield: 84%).

後処理

  1. customUpon the completion of the reaction
  2. distillationthe solvent was distilled off
  3. additionAn aqueous solution of saturated sodium carbonate was added to the residue
  4. extractionthe resulting mixture was extracted with ethyl acetate
  5. washThe organic phase was washed with saturated sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate

出典と根拠

ORDレコード
ord-0bb61f71ffe74a0184c35a136c2d5c84
出典データセット
uspto-grants-2010_08
特許番号
US07781483B2

反応ノート

読み込み中…