N-phenylmethoxymethanimine → (Benzyloxy)(methyl)amine

HRID 530055노트

반응식

HRID 530055 반응식
Cl.CCO.[CH2:5]([O:12][N:13]=[CH2:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CCO>[CH2:5]([O:12][NH:13][CH3:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

4

반응물 2

HCID 561610N-phenylmethoxymethanimineHCID 21887872Ethanol hydrochloride

생성물 1

HCID 13417387(Benzyloxy)(methyl)amine수율 44%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A 1M HCl/EtOH solution (50 mL) was added dropwise to the solution of formaldehyde O-benzyl-oxime (3.85 g, 28.48 mmol) in EtOH at 0° C. The mixture was stirred at room temperature for 1 hour, volatiles were removed in vacuo. The residue was dissolved in dichloromethane (100 mL), washed with saturated NaHCO3 solution (75 mL), water (75 mL), and dried over Na2SO4. The product was purified by flash column chromatography using gradient elution from petroleum ether/EtOAc (9:1) to petroleum ether/EtOAc (7:1) to yield O-benzyl-N-methyl-hydroxylamine (1.72 g, 44%). 200 MHz 1H NMR (CDCl3, ppm) 7.40-7.27 (5H, m), 5.53 (1H, br s), 4.71 (2H, s), 2.73 (3H, s).

후처리

  1. customvolatiles were removed in vacuo
  2. dissolutionThe residue was dissolved in dichloromethane (100 mL)
  3. washwashed with saturated NaHCO3 solution (75 mL), water (75 mL)
  4. dry with materialdried over Na2SO4
  5. customThe product was purified by flash column chromatography
  6. washelution from petroleum ether/EtOAc (9:1) to petroleum ether/EtOAc (7:1)

출처 및 근거

ORD 기록
ord-13703631ca374d23a643d89ca94c1f12
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09351972B2

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