Benzoic Acid → HCID 67267624, 화합물

HRID 250207

반응식

HRID 250207 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 67267624HCID 67267624, 화합물수율 48%

시약·촉매·용매 2

HCID 241Benzene용매HCID 962Water용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-339ee568794649a79418bafe7076f999
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863305B2

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