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Ammonia → 2-Bromo-8alpha-(3,3-diethylureido)-6-methyl-ergoline-13-carbaldehyde

HRID 35851
ノート
印刷プレビュー

反応式

HRID 35851 の反応式
[Br:1][C:2]1[NH:16][C:15]2[C:17]3[C:3]=1[CH2:4][C@@H:5]1[C@@H:10]([C:11]=3[CH:12]=[CH:13][CH:14]=2)[CH2:9][C@H:8]([NH:18][C:19](=[O:25])[N:20]([CH2:23][CH3:24])[CH2:21][CH3:22])[CH2:7][N:6]1[CH3:26].[Cl-].[Al+3].[Cl-].[Cl-].[CH3:31][O:32]C(Cl)Cl.C(O)(=O)C(C(C(O)=O)O)O.N>ClCCl.O>[Br:1][C:2]1[NH:16][C:15]2[C:17]3[C:3]=1[CH2:4][C@@H:5]1[C@@H:10]([C:11]=3[CH:12]=[C:13]([CH:31]=[O:32])[CH:14]=2)[CH2:9][C@H:8]([NH:18][C:19]([N:20]([CH2:23][CH3:24])[CH2:21][CH3:22])=[O:25])[CH2:7][N:6]1[CH3:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 222AmmoniaHCID 8752,3-Dihydroxybutanedioic AcidHCID 21004Methane, dichloromethoxy-HCID 6451240Aluminum(III) ChlorideHCID 130598603-(2-Bromo-6-methyl-8alpha-ergolinyl)-1,1-diethylurea

生成物 1

HCID 867486532-Bromo-8alpha-(3,3-diethylureido)-6-methyl-ergoline-13-carbaldehyde

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

838 mg of 3-(2-bromo-6-methyl-8alpha-ergolinyl)-1,1-diethylurea (2 mmol) is dissolved in 100 ml of dichloromethane, 1.2 g of anhydrous aluminum chloride (9 mmol) and 1.8 ml of dichloromethyl methyl ether (20 mmol) are added and stirred for 15 minutes at room temperature. The reaction mixture is mixed with ice and, after 15 minutes, with a solution of 1.5 g of tartaric acid in 50 ml of water and made alkaline with 5 ml of conc. ammonia solution. It is extracted with dichloromethane, the organic phases are dried with sodium sulfate and the solvent is distilled off. The residue is chromatographed on silica gel with dichloromethane/methanol, 406 mg (45% of theory) is isolated.

後処理

  1. extractionIt is extracted with dichloromethane
  2. dry with materialthe organic phases are dried with sodium sulfate
  3. distillationthe solvent is distilled off
  4. customThe residue is chromatographed on silica gel with dichloromethane/methanol
  5. custom406 mg (45% of theory) is isolated

出典と根拠

ORDレコード
ord-8ac1f04fc7bf4b3182f969b016355951
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

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