Iodoethane → HCID 21961374, 화합물

HRID 887620노트

반응식

HRID 887620 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 21961374HCID 21961374, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f7ad1619255b4cfb84fad662ff0d5574
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247430B2

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