4-Methyloxybenzyl chloride → HCID 86658014、化合物

HRID 70713ノート

反応式

HRID 70713 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 86658014HCID 86658014、化合物収率 105.3%

試薬・触媒・溶媒 2

HCID 178418647HCID 178418647、化合物触媒HCID 6212Chloroform溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-c572a8a4b46340c5917b7d7882651cf1
出典データセット
uspto-grants-2014_09
特許番号
US08822503B2

反応ノート

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