Ammonium Hydroxide → 5,6,7,8-Tetrahydroquinoxalin-2-amine

HRID 1464630ノート

反応式

HRID 1464630 の反応式
Cl[C:2]1[CH:11]=[N:10][C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1.[NH4+:12].[OH-]>[Cu].C(O)(C)C>[NH2:12][C:2]1[CH:11]=[N:10][C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1

参加物

5

反応物 2

HCID 14923Ammonium HydroxideHCID 220369342-Chloro-5,6,7,8-tetrahydroquinoxaline

生成物 1

HCID 190871185,6,7,8-Tetrahydroquinoxalin-2-amine

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 3776Isopropanol溶媒

反応条件

温度
133 °C

実験手順

A seated tube containing 2-chloro-5,6,7,8-tetrahydroquinoxaline (1.51 g, 0.009 mol), concentrated NH4OH (10 mL), isopropyl alcohol (30 mL), and copper powder (300 mg) was heated in an oil bath at 133° C. for 20 hours. The cooled mixture was filtered through celite and washed through the filter agent with H2O and hexanes. The layers were separated and the aqueous portion was washed (2×) with hexanes in order to remove unreacted starting material and then extracted with EtOAc (4×). The combined EtOAc extracts were dried over sodium sulfate and concentrated under reduced pressure to yield 2-amino-5,6,7,8-tetrahydroquinoxaline as a yellow-green solid.

後処理

  1. filtrationThe cooled mixture was filtered through celite
  2. washwashed through the filter agent with H2O and hexanes
  3. customThe layers were separated
  4. washthe aqueous portion was washed (2×) with hexanes in order
  5. customto remove unreacted
  6. extractionextracted with EtOAc (4×)
  7. dry with materialThe combined EtOAc extracts were dried over sodium sulfate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-9e0ffffc553747bbbcfafa5ccc4be137
出典データセット
uspto-grants-1994_04
特許番号
US05306819

反応ノート

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