Trimethylsilyl triflate → HCID 10357417, 화합물

HRID 1654782노트

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HRID 1654782 반응식
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][C:12]=1[Br:13])[C:9](=[O:14])[CH2:8][CH2:7]2)([O-:3])=[O:2].C[Si](C)(C)[O:17][CH:18](O[Si](C)(C)C)[CH3:19].C[Si](OS(C(F)(F)F)(=O)=O)(C)C>C(Cl)Cl>[CH2:18]1[O:17][C:9]2([C:10]3[C:6](=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[C:12]([Br:13])[CH:11]=3)[CH2:7][CH2:8]2)[O:14][CH2:19]1

참가 물질

5

반응물 3

HCID 65367Trimethylsilyl triflateHCID 100609406-bromo-5-nitro-2,3-dihydro-1H-inden-1-oneHCID 18183672HCID 18183672, 화합물

생성물 1

HCID 10357417HCID 10357417, 화합물수율 79%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a suspension of 5-nitro-6-bromo-1-indanone (11.0 g, 43 mmol) and bis(trimethylsilyloxy)ethane (22.0 mL, 90 mmol) in CH2Cl2 (90 mL) at room temperature was added trimethylsilyltrifluoromethanesulfonate (100 μL). The mixture was stirred for 2 h and the homogeneous solution was quenched with saturated aqueous NaHCO3 (100 mL). The CH2Cl2 layer was separated, washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo. Chromatography over silica gel, eluting with ethyl acetate:hexanes (2:5), furnished 10.2 g (79%) of the title compound as a pale yellow solid.

후처리

  1. customthe homogeneous solution was quenched with saturated aqueous NaHCO3 (100 mL)
  2. customThe CH2Cl2 layer was separated
  3. washwashed with brine
  4. dry with materialdried over anhydrous MgSO4
  5. concentrationconcentrated in vacuo
  6. washChromatography over silica gel, eluting with ethyl acetate:hexanes (2:5)

출처 및 근거

ORD 기록
ord-5f5870a47b644ae68d7b679edc7fac00
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05409944

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