Tetrahydrofuran → 2-(N-Boc-aminooxy)-2-methylpropan-1-ol

HRID 79001노트

반응식

HRID 79001 반응식
C([O:3][C:4](=O)[C:5]([O:8][NH:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])([CH3:7])[CH3:6])C.[AlH4-].[Li+].O1CCCC1>C(OCC)C>[C:10]([NH:9][O:8][C:5]([CH3:7])([CH3:6])[CH2:4][OH:3])([O:12][C:13]([CH3:15])([CH3:16])[CH3:14])=[O:11]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 28112Lithium aluminum hydrideHCID 108243852-(N-Boc-aminooxy)isobutyric acid ethyl ester

생성물 1

HCID 108458992-(N-Boc-aminooxy)-2-methylpropan-1-ol수율 99.5%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
0 °C

실험 절차

To a solution of 2-(N-Boc-aminooxy)isobutyric acid ethyl ester (2.35 g, 9.5 mmol) in anhydrous ethyl ether (100 mL) at 0° C. under nitrogen was added 1.0 M lithiumtetrahydroaluminate in tetrahydrofuran (17.1 mL, 17 mmol), and the reaction mixture stirred at 0° C. for 5 hours. The reaction mixture was quenched with water (25 mL) and allowed to warm to room temperature. The suspension was filtered and the residue washed with diethyl ether and layers separated. The organic extract was dried (Na2SO4), filtered and concentrated in vacuo to give the title compound as a white solid (1.94 g, 99%). 1H NMR (CDCl3, 400 MHz) 3.40 (s, 2H), 1.50 (s, 9H), 1.20 (s, 6H).

후처리

  1. customThe reaction mixture was quenched with water (25 mL)
  2. temperatureto warm to room temperature
  3. filtrationThe suspension was filtered
  4. washthe residue washed with diethyl ether and layers
  5. customseparated
  6. extractionThe organic extract
  7. dry with materialwas dried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-35e1f6823c8d4c0cacedf4d796d1529d
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841462B2

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