Acetic Acid → 7-Nitro-1-oxo-2-(2-pyridylmethylidene)-1,2,3,4-tetrahydronaphthalene

HRID 7059

반응식

HRID 7059 반응식
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][C:11]2=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2].[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH:21]=O.N1CCCCC1.C(O)(=O)C>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][C:10](=[CH:21][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][N:15]=3)[C:11]2=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 142732-PyridinecarboxaldehydeHCID 384457-Nitro-1-tetralone

생성물 1

HCID 696642877-Nitro-1-oxo-2-(2-pyridylmethylidene)-1,2,3,4-tetrahydronaphthalene수율 19.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

7-Nitro-1-tetralone (500 mg), pyridine-2-aldehyde (315 mg), piperidine (0.15 ml) and acetic acid (0.4 ml) are dissolved in toluene (10 ml), and the mixture is heated under reflux for 12 hours. The reaction solution is washed with water, and the organic layer is dried over sodium sulfate. The solvent is evaporated under reduced pressure. The residue is purified by silica gel chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give 7-nitro-1-oxo-2-(2-pyridylmethylidene)-1,2,3,4-tetrahydronaphthalene (140 mg).

후처리

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 12 hours
  3. washThe reaction solution is washed with water
  4. dry with materialthe organic layer is dried over sodium sulfate
  5. customThe solvent is evaporated under reduced pressure
  6. customThe residue is purified by silica gel chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-8189913a89c34604a80c6e562e94b274
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084176B2

연결된 노트

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