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Water → 1,1-Diethyl-3-(2,6-dimethyl-13-hydroxymethyl-8alpha-ergolinyl)-urea

HRID 35852
ノート
印刷プレビュー

反応式

HRID 35852 の反応式
[CH2:1]([N:3]([CH2:27][CH3:28])[C:4](=[O:26])[NH:5][C@H:6]1[CH2:20][C@H:19]2[C@@H:9]([CH2:10][C:11]3[C:21]4[C:14](=[CH:15][C:16]([CH:22]=[O:23])=[CH:17][C:18]2=4)[NH:13][C:12]=3[CH3:24])[N:8]([CH3:25])[CH2:7]1)[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1.C(Cl)(Cl)Cl>[CH2:27]([N:3]([CH2:1][CH3:2])[C:4]([NH:5][C@H:6]1[CH2:20][C@H:19]2[C@@H:9]([CH2:10][C:11]3[C:21]4[C:14](=[CH:15][C:16]([CH2:22][OH:23])=[CH:17][C:18]2=4)[NH:13][C:12]=3[CH3:24])[N:8]([CH3:25])[CH2:7]1)=[O:26])[CH3:28]
参加物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 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 88424208HCID 88424208、化合物

生成物 1

HCID 677875701,1-Diethyl-3-(2,6-dimethyl-13-hydroxymethyl-8alpha-ergolinyl)-urea

試薬・触媒・溶媒 2

HCID 6212
Chloroform
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

370 mg of 8alpha-(3,3-diethylureido)-2,6-dimethyl-ergoline-13-carbaldehyde (1 mmol) is dissolved in 50 ml of tetrahydrofuran and reduced with 200 mg of lithium aluminum hydride at room temperature for 1 hour. The mixture is cooled off in an ice bath and mixed in succession with 0.2 ml of water, 0.2 ml of 15% sodium hydroxide solution and 0.6 ml of water, the precipitate is filtered off and the filtrate is evaporated to dryness. The residue is chromatographed on silica gel with dichloromethane/methanol. 243 mg of alcohol, which crystallizes from ethyl acetate, is isolated. Yield 166 mg (44% of theory), [α]D =+6° (0.5% in chloroform).

後処理

  1. temperatureThe mixture is cooled off in an ice bath
  2. filtrationthe precipitate is filtered off
  3. customthe filtrate is evaporated to dryness
  4. customThe residue is chromatographed on silica gel with dichloromethane/methanol
  5. custom243 mg of alcohol, which crystallizes from ethyl acetate
  6. customis isolated

出典と根拠

ORDレコード
ord-d6a9c26a5d3d4b0980ec7483817a2fca
出典データセット
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05411966

反応ノート

読み込み中…

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