Ammonium Chloride → HCID 86650697、化合物

HRID 1873686ノート

反応式

HRID 1873686 の反応式
[F:1][C:2]1[CH:27]=[C:26]([N+:28]([O-])=O)[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:22][CH3:23])=[C:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH:13]=2)[N:8]=[CH:7][CH:6]=1.[Cl-].[NH4+]>O.C(O)C.[Fe]>[NH2:28][C:26]1[CH:25]=[CH:24][C:3]([O:4][C:5]2[C:14]3[C:9](=[CH:10][C:11]([O:22][CH3:23])=[C:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH:13]=3)[N:8]=[CH:7][CH:6]=2)=[C:2]([F:1])[CH:27]=1

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 86650695HCID 86650695、化合物

生成物 1

HCID 86650697HCID 86650697、化合物収率 93%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 19096565Water ethanol溶媒

反応条件

温度
80 °C

実験手順

Compound 1b (400 mg) was dissolved in a water-ethanol (1:1) mixture (10 mL), and iron powder (1.0 g) and ammonium chloride (1.0 g) were added thereto, followed by stirring at 80° C. for 2 hours. The reaction mixture was filtered through Celite to thereby remove iron powder, and water (100 mL) was added to the filtrate, followed by extraction with ethyl acetate (50 mL). The organic phase was washed with saturated brine (100 mL) and dried over sodium sulfate, followed by concentration under reduced pressure, to thereby yield compound 1c (335 mg, yield: 93%).

後処理

  1. additionwere added
  2. filtrationThe reaction mixture was filtered through Celite to thereby remove iron powder, and water (100 mL)
  3. additionwas added to the filtrate
  4. extractionfollowed by extraction with ethyl acetate (50 mL)
  5. washThe organic phase was washed with saturated brine (100 mL)
  6. dry with materialdried over sodium sulfate
  7. concentrationfollowed by concentration under reduced pressure

出典と根拠

ORDレコード
ord-0d21da34e8b747d3a19befdc562a65fa
出典データセット
uspto-grants-2012_11
特許番号
US08304427B2

反応ノート

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