2-Chloroethyl methyl ether → (2-methoxyethyl) 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole-5-carboxylate

HRID 5783

反応式

HRID 5783 の反応式
[CH:1]1([N:11]2[C:15]([C:16]([OH:18])=[O:17])=[CH:14][N:13]=[CH:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Cl[CH2:22][CH2:23][O:24][CH3:25]>CN(C)C=O>[CH:1]1([N:11]2[C:15]([C:16]([O:18][CH2:22][CH2:23][O:24][CH3:25])=[O:17])=[CH:14][N:13]=[CH:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 123162-Chloroethyl methyl etherHCID 24758Sodium hydrideHCID 197940793-(1,2,3,4-Tetrahydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid

生成物 1

HCID 53765766(2-methoxyethyl) 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole-5-carboxylate収率 46.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4.8 Parts of 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole-5-carboxylic acid are dissolved in 94 parts of warm N,N-dimethylformamide. 0.96 Parts of a sodium hydride dispersion 50% are added portionwise to the thus obtained reaction mixture. Upon complete addition, stirring is continued for 1 hour at room temperature. After the addition of 2.0 parts of 1-chloro-2-methoxyethane, the whole is stirred overnight at 90° C. The reaction mixture is evaporated and the residue is taken up in water. The product is extracted with trichloromethane. The extract is dried, filtered and evaporated, yielding 2.8 parts (46.7%) of (2-methoxyethyl) 1-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole-5-carboxylate; mp. 66.8° C. (compound 1.83).

後処理

  1. additionUpon complete addition
  2. stirringthe whole is stirred overnight at 90° C
  3. customThe reaction mixture is evaporated
  4. extractionThe product is extracted with trichloromethane
  5. customThe extract is dried
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-4af060a23de24f8e80acbb43ee1a8a58
出典データセット
uspto-grants-1993_09
特許番号
US05246915

関連ノート

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