Iodoethane → HCID 21961374、化合物

HRID 887620ノート

反応式

HRID 887620 の反応式
[CH3:1][C:2]1([CH3:15])[C:11]2[C:6](=[CH:7][C:8]([N+:12]([O-:14])=[O:13])=[CH:9][CH:10]=2)[NH:5][CH2:4][CH2:3]1.I[CH2:17][CH3:18].[H-].[Na+]>CN(C=O)C>[CH2:17]([N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[CH:7]=2)[C:2]([CH3:15])([CH3:1])[CH2:3][CH2:4]1)[CH3:18]

参加物

5

反応物 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 219614774,4-Dimethyl-7-nitro-1,2,3,4-tetrahydroquinoline

生成物 1

HCID 21961374HCID 21961374、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

The mixture of 4,4-dimethyl-7-nitro-1,2,3,4-tetrahydro-quinoline (0.48 g, 2.33 mmol), iodoethane (0.21 ml, 2.56 mmol), and NaH (60%, 0.10 g, 2.5 mmol) in 10 ml of DMF was stirred at RT overnight, and partitioned between EtOAc and H2O. The combined organic portions were washed with brine, dried with MgSO4, filtered, and condensed. The crude compound was purified by flash column chromatography (5 to 10% of CH2Cl2 in hexanes). The titled compound was obtained as a yellow oil. MS (ES+): 235.3 (M+H)+. Calc'd for C13H18N2O2—234.29.

後処理

  1. custompartitioned between EtOAc and H2O
  2. washThe combined organic portions were washed with brine
  3. dry with materialdried with MgSO4
  4. filtrationfiltered
  5. customcondensed
  6. customThe crude compound was purified by flash column chromatography (5 to 10% of CH2Cl2 in hexanes)

出典と根拠

ORDレコード
ord-f7ad1619255b4cfb84fad662ff0d5574
出典データセット
uspto-grants-2012_08
特許番号
US08247430B2

反応ノート

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