4-Methyloxybenzyl chloride → HCID 86658014, 화합물

HRID 70713노트

반응식

HRID 70713 반응식
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Cl)=[CH:5][CH:4]=1.[CH:11]1([C:14]2[C:19](=[O:20])[NH:18][C:17]([CH:21]=[O:22])=[CH:16][CH:15]=2)[CH2:13][CH2:12]1.[Al]>C(Cl)(Cl)Cl.C(=O)([O-])[O-].[Ag+2]>[CH:11]1([C:14]2[CH:15]=[CH:16][C:17]([CH:21]=[O:22])=[N:18][C:19]=2[O:20][CH2:7][C:6]2[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH2:13][CH2:12]1

참가 물질

6

반응물 3

HCID 699934-Methyloxybenzyl chlorideHCID 5359268AluminumHCID 866580135-Cyclopropyl-6-oxo-1,6-dihydropyridine-2-carbaldehyde

생성물 1

HCID 86658014HCID 86658014, 화합물수율 105.3%

시약·촉매·용매 2

HCID 178418647HCID 178418647, 화합물촉매HCID 6212Chloroform용매

실험 절차

p-Methoxybenzyl chloride (329 mg) was added to a solution of 5-cyclopropyl-6-oxo-1,6-dihydropyridine-2-carbaldehyde (228 mg) in chloroform (10 mL), after which the reaction tube was covered with aluminum foil to provide shading conditions. Silver carbonate (771 mg) was added and the mixture was stirred at room temperature for three hours. The insoluble matter was filtered off and then the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=92:8→34:66) to give 5-cyclopropyl-6-[(4-methoxybenzyl)oxy]pyridine-2-carbaldehyde as a colorless oil (417 mg, 86%).

후처리

  1. customto provide shading conditions
  2. filtrationThe insoluble matter was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=92:8→34:66)

출처 및 근거

ORD 기록
ord-c572a8a4b46340c5917b7d7882651cf1
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822503B2

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