Oxyselenide → 7-Methoxyquinoline-4-carbaldehyde

HRID 899970

反応式

HRID 899970 の反応式
[Se]=[O:2].[CH3:3][C:4]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH3:15])=[CH:11][CH:12]=2)[N:7]=[CH:6][CH:5]=1>O1CCOCC1>[CH3:15][O:14][C:10]1[CH:9]=[C:8]2[C:13]([C:4]([CH:3]=[O:2])=[CH:5][CH:6]=[N:7]2)=[CH:12][CH:11]=1

参加物

4

反応物 2

HCID 167175OxyselenideHCID 136855517-Methoxy-4-methylquinoline

生成物 1

HCID 177506557-Methoxyquinoline-4-carbaldehyde収率 52.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
80 °C

実験手順

A mixture of 1.9 g of selenium oxide dissolved in 35 ml of dioxane is added dropwise to a solution of 2.7 g of 4-methyl-7-methoxyquinoline in 35 ml of dioxane preheated to 65° C. At the end of the addition, the brown suspension is heated to a temperature in the region of 80° C. for 5 hours. The reaction medium is stirred for 16 hours at a temperature in the region of 20° C. The greenish suspension is suction-filtered and then washed with EtOAc. The filtrate is concentrated under reduced pressure. The suspension obtained is crystallized from isopropyl ether to give 1.54 g of 7-methoxyquinoline-4-carbaldehyde.

後処理

  1. custompreheated to 65° C
  2. additionAt the end of the addition
  3. filtrationThe greenish suspension is suction-filtered
  4. washwashed with EtOAc
  5. concentrationThe filtrate is concentrated under reduced pressure
  6. customThe suspension obtained
  7. customis crystallized from isopropyl ether

出典と根拠

ORDレコード
ord-a25e87fa28494c64a9bf2276312a6d13
出典データセット
uspto-grants-2008_04
特許番号
US07354933B2

関連ノート

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