Methyl iodide → 1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline

HRID 2102945노트

반응식

HRID 2102945 반응식
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][NH:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:14](=O)([O-])[O-].[K+].[K+].IC>CN(C=O)C>[CH3:14][N:11]1[C:12]2[C:7](=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:13]=2)[CH2:8][CH2:9][CH2:10]1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2525137-Nitro-1,2,3,4-tetrahydroquinoline

생성물 1

HCID 114809551-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of the 7-nitro-1,2,3,4-tetrahydroquinoline (4.5 g, 25.25 mmol) in DMF (50 mL) was added potassium carbonate (15 g) followed by iodomethane (5.54 g, 39.0 mMol) and the mixture was agitated overnight at ambient temperature. The mixture was poured onto water and extracted with ether (3×200 mL). The combined ethereal extracts were washed with brine, dried and concentrated to give the crude product which was purified by column chromatography on silica-gel to obtain the title compound as an orange liquid.

후처리

  1. additionThe mixture was poured onto water
  2. extractionextracted with ether (3×200 mL)
  3. washThe combined ethereal extracts were washed with brine
  4. customdried
  5. concentrationconcentrated
  6. customto give the crude product which
  7. customwas purified by column chromatography on silica-gel

출처 및 근거

ORD 기록
ord-4469d18a6679481783762f1a99c350e1
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576099B2

반응 노트

불러오는 중…