Ammonium Chloride → 4-(Pyridin-3-Yloxy)Aniline

HRID 336437ノート

反応式

HRID 336437 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[CH:2]=1.[Cl-].[NH4+]>O.O1CCCC1.CO.[Fe]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH:2]=1

参加物

7

反応物 2

HCID 25517Ammonium ChlorideHCID 1199023-(4-Nitrophenoxy)pyridine

生成物 1

HCID 31596314-(Pyridin-3-Yloxy)Aniline収率 36%

試薬・触媒・溶媒 4

HCID 23925Iron触媒HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

4-(Pyridin-3-yl)oxy-1-nitrobenzene prepared in Step A was dissolved in the mixture of water (100 mL), tetrahydrofuran (100 mL) and methanol (100 mL). Iron powder (103 g, 1.84 mol) and ammonium chloride (99 g, 1.84 mol) were added thereto, and the mixture was stirred for 3 h at 80° C. using a mechanical stirrer. After completion of the reaction, the reaction mixture was filtered through a cellite, washed with methanol, and concentrated under reduced pressure. The solid thus obtained was filtered, washed with ether, and dried to give the title compound (17 g, Yield 36%).

後処理

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered through a cellite
  3. washwashed with methanol
  4. concentrationconcentrated under reduced pressure
  5. customThe solid thus obtained
  6. filtrationwas filtered
  7. washwashed with ether
  8. customdried

出典と根拠

ORDレコード
ord-f2cf162be07445fc8c94bb6e87175ec1
出典データセット
uspto-grants-2014_11
特許番号
US08889691B2

反応ノート

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