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

HRID 7059

反応式

HRID 7059 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-8189913a89c34604a80c6e562e94b274
出典データセット
uspto-grants-2006_08
特許番号
US07084176B2

関連ノート

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