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Boron trifluoride etherate → 1-Azido-1-methylcyclopentane

HRID 246582
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HRID 246582 반응식
B(F)(F)F.CCOCC.[CH3:10][C:11]1(O)[CH2:15][CH2:14][CH2:13][CH2:12]1.C[Si]([N:21]=[N+:22]=[N-:23])(C)C>C1(C)C=CC=CC=1>[N:21]([C:11]1([CH3:10])[CH2:15][CH2:14][CH2:13][CH2:12]1)=[N+:22]=[N-:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8000Boron trifluoride etherateHCID 738301-MethylcyclopentanolHCID 78378Azidotrimethylsilane

생성물 1

HCID 866779941-Azido-1-methylcyclopentane수율 110.8%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

BF3.Et2O (934 mg, 6.23 mmol) was added drop-wise at 20° C. to a stirred solution of 1-methylcyclopentanol (520 mg, 5.19 mmol) and trimethylsilyl azide (716 mg, 6.23 mmol) in 6 mL of toluene. Then the solution was stirred at room temperature for 16 hours. The organic phase was washed with a 10% solution of NaHCO3 (10 mL), water (5 mL) and brine (5 mL), and dried over anhydrous sodium sulfate. The drying agent was removed by filtration and the solvent was evaporated at 35° C. under reduced pressure to give 1-azido-1-methylcyclopentane (720 mg) as a crude product. It was used directly in the next step without further purification.

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후처리

  1. washThe organic phase was washed with a 10% solution of NaHCO3 (10 mL), water (5 mL) and brine (5 mL)
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe drying agent was removed by filtration
  4. customthe solvent was evaporated at 35° C. under reduced pressure

출처 및 근거

ORD 기록
ord-a713a77f9ac642e1885baae772931151
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08658646B2

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