N-phenylmethoxymethanimine → (Benzyloxy)(methyl)amine

HRID 530055ノート

反応式

HRID 530055 の反応式
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

参加物

4

反応物 2

HCID 561610N-phenylmethoxymethanimineHCID 21887872Ethanol hydrochloride

生成物 1

HCID 13417387(Benzyloxy)(methyl)amine収率 44%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-13703631ca374d23a643d89ca94c1f12
出典データセット
uspto-grants-2016_05
特許番号
US09351972B2

反応ノート

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