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

HRID 7059

反应方程式

HRID 7059 反应方程式
[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]

参与物

6

反应物 4

HCID 176醋酸HCID 8082六氢吡啶HCID 14273吡啶-2-甲醛HCID 384457-硝基-3,4-二氢-2H-1-萘酮

产物 1

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

试剂、催化剂与溶剂 1

HCID 1140甲苯溶剂

实验过程

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).

后处理

  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)

来源与证据

ORD记录
ord-8189913a89c34604a80c6e562e94b274
来源数据集
uspto-grants-2006_08
专利号
US07084176B2

关联笔记

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