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Tetrahydrofuran → 4-(Tert-butyldimethylsilyloxy)benzyloxyamine

HRID 1070075
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HRID 1070075 반응식
O.NN.[Si:4]([O:11][C:12]1[CH:30]=[CH:29][C:15]([CH2:16][O:17][N:18]2C(=O)C3=CC=CC=C3C2=O)=[CH:14][CH:13]=1)([C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:6])[CH3:5].O1CCCC1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[Si:4]([O:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][O:17][NH2:18])=[CH:29][CH:30]=1)([C:7]([CH3:10])([CH3:9])[CH3:8])([CH3:6])[CH3:5]
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참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 11430Potassium CarbonateHCID 24654Hydrazine hydrate (1:1)HCID 11825150N-[4-(tert-butyldimethylsilyloxy)benzyloxy]phthalimide

생성물 1

HCID 118211174-(Tert-butyldimethylsilyloxy)benzyloxyamine수율 95.3%

시약·촉매·용매 1

HCID 702
Ethanol
용매

반응 조건

온도
60 °C

실험 절차

Hydrazine monohydrate (1.25 ml) was added to a solution of N-[4-(tert-butyldimethylsilyloxy)benzyloxy]phthalimide (5.00 g) in ethanol (10 ml)-tetrahydrofuran (40 ml) and stirred at 60° C. for 1 hour. The reaction mixture was cooled to room temperature, an aqueous solution of potassium carbonate was added and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated to obtain 4-(tert-butyldimethylsilyloxy)benzyloxyamine (3.15 g, yield 95%) as a colorless oil.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-500ebdcb90ea4f3fb71f5e4387993764
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06251926B1

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