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

HRID 1464630노트

반응식

HRID 1464630 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23978Copper촉매HCID 3776Isopropanol용매

반응 조건

온도
133 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9e0ffffc553747bbbcfafa5ccc4be137
출처 데이터셋
uspto-grants-1994_04
특허 번호
US05306819

반응 노트

불러오는 중…