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Water → (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]piperidin-2-one

HRID 1362656
ノート
印刷プレビュー

反応式

HRID 1362656 の反応式
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[N:13]1[CH:17]=[C:16]([CH3:18])[N:15]=[CH:14]1)[CH:8]=O.C([N:22]1[CH2:27][CH2:26][CH2:25][CH2:24][C:23]1=[O:28])(=O)C.O>C1COCC1.CN(C=O)C>[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[N:13]1[CH:17]=[C:16]([CH3:18])[N:15]=[CH:14]1)/[CH:8]=[C:24]1/[C:23](=[O:28])[NH:22][CH2:27][CH2:26][CH2:25]/1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 118159051-Acetylpiperidin-2-oneHCID 272824453-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

生成物 1

HCID 58548909(E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]piperidin-2-one収率 36.4%

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
2 回
HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a sodium hydride suspension (40% mineral oil content, 2.77 g) in THF (50 mL) and DMF (200 mL), a solution of 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (10 g) obtained in Example 1 and 1-acetylpiperidin-2-one (7.17 g) in THF (50 mL) and DMF (200 mL) were added dropwise over 20 minutes at 5° C. This reaction solution was agitated at 0° C. for 2 hours. The reaction solution was added to iced water and the reaction solution was extracted with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, and concentrated under reduced pressure after dried over anhydrous magnesium sulfate. The deposited solids were separated by filtering and 5.0 g of the title compound was obtained by washing with diethyl ether. The physical properties of the compound are as follows.

後処理

  1. extractionthe reaction solution was extracted with ethyl acetate
  2. washThe obtained organic layer was washed with a saturated sodium chloride solution
  3. concentrationconcentrated under reduced pressure
  4. dry with materialafter dried over anhydrous magnesium sulfate
  5. customThe deposited solids were separated
  6. filtrationby filtering

出典と根拠

ORDレコード
ord-f5a5e399bc3f4573b4e45975b2dd4bb5
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07880009B2

反応ノート

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