6-Nitroveratraldehyde → 6-Nitroveratrylidene-2-aminomethyltetrahydropyran

HRID 1658828노트

반응식

HRID 1658828 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 542260806-Nitroveratrylidene-2-aminomethyltetrahydropyran

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

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°.

후처리

  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°

출처 및 근거

ORD 기록
ord-65d3205aee324baba42a1b00ad564f59
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03966760

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