6-Nitroveratraldehyde → 6-Nitroveratrylidene-2-aminomethyltetrahydropyran

HRID 1414746ノート

反応式

HRID 1414746 の反応式
[NH2:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][O:4]1.[N+:9]([C:12]1[C:17]([CH:18]=O)=[CH:16][C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=1)([O-:11])=[O:10]>C(O)C>[N+:9]([C:12]1[C:17]([CH:18]=[C:8]2[CH2:7][CH2:6][CH2:5][O:4][CH:3]2[CH2:2][NH2:1])=[CH:16][C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=1)([O-:11])=[O:10]

参加物

4

反応物 2

HCID 885056-NitroveratraldehydeHCID 97924(Tetrahydro-2H-pyran-2-ylmethyl)amine

生成物 1

HCID 542260806-Nitroveratrylidene-2-aminomethyltetrahydropyran

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of 2-aminomethyltetrahydropyran (51 g, 0.44 mole) and ethanol (50 ml) was slowly added to a heated suspension of 6-nitroveratraldehyde (84 g, 0.4 mole) and ethanol (600 ml). The resulting solution was refluxed for 1.5 hrs and cooled overnight. The solution was concentrated to dryness and the oil was dissolved in chloroform and washed with water. The chloroform extract was concentrated leaving a dark oil which crystallized upon standing. The solid was suspended in hexane and filtered (117 g, 95%), m.p. 89°-96°.

後処理

  1. temperatureThe resulting solution was refluxed for 1.5 hrs
  2. temperaturecooled overnight
  3. concentrationThe solution was concentrated to dryness
  4. dissolutionthe oil was dissolved in chloroform
  5. washwashed with water
  6. extractionThe chloroform extract
  7. concentrationwas concentrated
  8. customleaving a dark oil which
  9. customcrystallized
  10. filtrationfiltered (117 g, 95%), m.p. 89°-96°

出典と根拠

ORDレコード
ord-de4aa227795745dfbfb460af060e9028
出典データセット
uspto-grants-1977_01
特許番号
US04002652

反応ノート

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