Ethyl levulinate → trans-6-Cyano-4-(I,6-dihydro-3-methyl-6-oxopyridazin-1-yl)-2,2-dimethylchroman-3-ol

HRID 1974839

反応式

HRID 1974839 の反応式
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][C:8]([CH3:14])([CH3:13])[CH:7]1[O:15][CH:6]21)#[N:2].[CH3:16][C:17]1[CH:18]=[CH:19][C:20](=[O:23])[NH:21][N:22]=1.C(OCC)(=O)CCC(C)=O.O.NN.[OH-].C([N+](C)(C)C)C1C=CC=CC=1>O1CCOCC1.O>[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][C:8]([CH3:14])([CH3:13])[C@@H:7]([OH:15])[C@@H:6]2[N:21]1[C:20](=[O:23])[CH:19]=[CH:18][C:17]([CH3:16])=[N:22]1)#[N:2]

参加物

8

反応物 5

HCID 10883Ethyl levulinateHCID 24654Hydrazine hydrate (1:1)HCID 66854Benzyltrimethylammonium hydroxideHCID 833466-methylpyridazin-3(2H)-oneHCID 108673602,2-Dimethyl-3,4-epoxy-6-cyanochroman

生成物 1

HCID 67823752trans-6-Cyano-4-(I,6-dihydro-3-methyl-6-oxopyridazin-1-yl)-2,2-dimethylchroman-3-ol収率 38.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture is prepared which contains 1 g of 6-cyano-2,2-dimethyl-3,4-epoxychromane and 1.1 g of 6-methylpyridazin-3-one (prepared by the method described in J. Chem. Soc., 1947, p. 241, by reacting ethyl levulinate with hydrazine hydrate) in 10 ml of dioxane containing 0.1 ml of a 35% methanolic solution of benzyltrimethylammonium hydroxide. After 2 days at room temperature, the mixture is diluted with water and filtered, the material on the filter is dissolved in ethyl acetate, the water is then decanted and the organic phase is dried and concentrated. After recrystallization from an ethyl acetate/isopropyl ether mixture, 0.6 g of the expected product is obtained.

後処理

  1. customA mixture is prepared which
  2. customprepared by the method
  3. filtrationfiltered
  4. dissolutionthe material on the filter is dissolved in ethyl acetate
  5. customthe water is then decanted
  6. customthe organic phase is dried
  7. concentrationconcentrated
  8. customAfter recrystallization from an ethyl acetate/isopropyl ether mixture

出典と根拠

ORDレコード
ord-b77f316b6fdf4118aa48e5154e6ea792
出典データセット
uspto-grants-1994_02
特許番号
US05284838

関連ノート

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