6-Nitroveratraldehyde → 6-Nitroveratrylidene-2-aminomethyltetrahydropyran

HRID 597507ノート

反応式

HRID 597507 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-1bd9fd7b3aab4196b6a24a985206c08b
出典データセット
uspto-grants-1977_03
特許番号
US04014886

反応ノート

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