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Sodium Bicarbonate → HCID 58958219, 화합물

HRID 914982
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HRID 914982 반응식
Br[C:2]1[CH:3]=[C:4]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]=[C:11]([CH3:19])[CH:10]=2)[CH:5]=[CH:6][CH:7]=1.[C:20]([O-:23])(O)=O.[Na+]>C1(C)C=CC=CC=1.CCO>[CH3:19][C:11]1[CH:10]=[C:9]([NH:8][C:4]2[CH:3]=[C:2]([C:2]3[CH:3]=[CH:4][CH:5]=[C:6]([CH:20]=[O:23])[CH:7]=3)[CH:7]=[CH:6][CH:5]=2)[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 516892Sodium BicarbonateHCID 798200HCID 798200, 화합물

생성물 1

HCID 58958219HCID 58958219, 화합물수율 68.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 1140Toluene용매

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온도
80 °C

실험 절차

To a suspension of 71 (294 mg, 0.94 mmol) in toluene (9.6 mL) under N2 were sequentially added saturated NaHCO3 (aq. 3.8 mL), a solution of 72 (199 mg, 1.33 mmol) in EtOH (6.7 mL), and PdCl2(Ph3P)3 (32 mg, 0.046 mmol). The reaction was heated at 80° C. for 21 hours before it was allowed to cool to room temperature. The reaction mixture was extracted with ethyl acetate (40 mL) and washed with water (15 mL), brine (15 mL). The ethyl acetate extracts were dried over anhydrous magnesium sulfate and concentrated. The residue was chromatographed on silica gel (dichloromethane to 20:1 dichloromethane/methanol) to give 73 as a yellow solid (219 mg, 68.9%).

후처리

  1. temperatureto cool to room temperature
  2. extractionThe reaction mixture was extracted with ethyl acetate (40 mL)
  3. washwashed with water (15 mL), brine (15 mL)
  4. dry with materialThe ethyl acetate extracts were dried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel (dichloromethane to 20:1 dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-75dbbd78552e497ba408480cec873057
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07265122B2

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