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

HRID 970647ノート

反応式

HRID 970647 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-55631c51fe0445dd835efdad689fbc46
出典データセット
uspto-grants-2007_12
特許番号
US07312233B2

反応ノート

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