Benzoic Acid → HCID 67267624、化合物

HRID 250207

反応式

HRID 250207 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=O)[CH:2]=1.[C:9]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])(=[O:15])[CH2:10][C:11]([O:13][CH3:14])=[O:12].N1CCCCC1.C(O)(=O)C1C=CC=CC=1>C1C=CC=CC=1.O>[CH3:14][O:13][C:11](=[O:12])[C:10](=[CH:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[C:9]([O:16][C:17]([CH3:19])([CH3:18])[CH3:20])=[O:15]

参加物

7

反応物 4

HCID 243Benzoic AcidHCID 8082PiperidineHCID 103713-PyridinecarboxaldehydeHCID 2733872tert-Butyl methyl malonate

生成物 1

HCID 67267624HCID 67267624、化合物収率 48%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 962Water溶媒

実験手順

A mixture of pyridine-3-carboxaldehyde (2.72 g), propanedioic acid, 1,1-dimethylethyl methyl ester (4.42 g), piperidine (0.173 g) and benzoic acid (0.155 g) in benzene (100 ml) was heated at reflux with removal of water to a Dean-Stark trap for 12 hours. The cooled mixture was washed with bicarbonate solution, concentrated under vacuum and the residue was purified by column chromatography, eluting with ethyl acetate-hexane (3:7) to afford racemic 2-pyridin-3-ylmethylene-malonic acid tert-butyl ester methyl ester as an oil (3.21 g).

後処理

  1. temperaturewas heated
  2. washThe cooled mixture was washed with bicarbonate solution
  3. concentrationconcentrated under vacuum
  4. customthe residue was purified by column chromatography
  5. washeluting with ethyl acetate-hexane (3:7)

出典と根拠

ORDレコード
ord-339ee568794649a79418bafe7076f999
出典データセット
uspto-grants-2011_01
特許番号
US07863305B2

関連ノート

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