m-Chloroperbenzoic acid → 5-(methoxymethoxy)-2-neopentylpyridine-N-oxide

HRID 1039670ノート

反応式

HRID 1039670 の反応式
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[N:9][CH:10]=1.C1C=C(Cl)C=C(C(OO)=[O:24])C=1>C(Cl)Cl>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[N+:9]([O-:24])[CH:10]=1

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 575158425-(Methoxymethoxy)-2-neopentylpyridine

生成物 1

HCID 671636565-(methoxymethoxy)-2-neopentylpyridine-N-oxide収率 99.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

5-(Methoxymethoxy)-2-neopentylpyridine (11.0 g, 52.6 mmol) was dissolved in CH2Cl2 (200 mL) to which mCPBA (18.1 g, 105 mmol) was added, and the mixture was stirred under N2 for about 4 h. The mixture was quenched with 1M NaOH (200 mL) and stirring was continued vigorously for 10 min. The mixture was extracted with CH2Cl2 (2×200 mL), the combined organic layers were washed with saturated NaCl, dried (Na2SO4), and evaporated to give 5-(methoxymethoxy)-2-neopentylpyridine-N-oxide (11.8 g, 99.7% yield) as a brown oil which was used without purification in the next step.

後処理

  1. additionwas added
  2. customThe mixture was quenched with 1M NaOH (200 mL)
  3. stirringstirring
  4. waitwas continued vigorously for 10 min
  5. extractionThe mixture was extracted with CH2Cl2 (2×200 mL)
  6. washthe combined organic layers were washed with saturated NaCl
  7. dry with materialdried (Na2SO4)
  8. customevaporated

出典と根拠

ORDレコード
ord-eacb465524c341cabf86e052f852062a
出典データセット
uspto-grants-2013_10
特許番号
US08552181B2

反応ノート

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