Benzaldehyde → HCID 21186745, 화합물

HRID 1384282노트

반응식

HRID 1384282 반응식
[CH3:1][C:2]1[N:7]=[C:6]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:5]2=[CH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].[CH:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(OC(=O)C)(=O)C.[Cl-].[Zn+2].[Cl-]>[CH:18](=[C:8]1/[CH2:9][CH2:10][CH2:11][CH2:12][C:5]2[C:6]/1=[N:7][C:2]([CH3:1])=[C:3]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:4]=2)/[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

5

반응물 2

HCID 240BenzaldehydeHCID 21186750HCID 21186750, 화합물

생성물 1

HCID 21186745HCID 21186745, 화합물수율 33.4%

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 7918Acetic Anhydride용매

실험 절차

Ethyl 2-methyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate (1.07 g, 4.40 mmol) and benzaldehyde (583.6 mg, 5.50 mmol) were dissolved in acetic anhydride (2.0 ml), and the solution was mixed with zinc chloride (40.0 mg, 0.30 mmol) at room temperature and then heated under reflux for 36 hours. After cooling, acetic anhydride was evaporated under reduced pressure, and the thus obtained residue was mixed with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate and then the solvent was evaporated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (ether:hexane=1:6-1:5) to obtain the title compound (471.4 mg, 33.4%) as pale yellow oil.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 36 hours
  3. temperatureAfter cooling
  4. customacetic anhydride was evaporated under reduced pressure
  5. additionthe thus obtained residue was mixed with water
  6. extractionextracted with ethyl acetate
  7. washThe organic layer was washed with water and saturated brine
  8. dry with materialdried over anhydrous sodium sulfate
  9. customthe solvent was evaporated under reduced pressure
  10. customthe resulting residue was purified by a silica gel column chromatography (ether:hexane=1:6-1:5)

출처 및 근거

ORD 기록
ord-5b670901d5d843159f95704ab0e21504
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06258829B1

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