Water → 2-Naphthalenemethanol, 5,6-dihydro-7-(1H-imidazol-1-yl)-

HRID 745981ノート

反応式

HRID 745981 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[N:7]1([C:12]2[CH2:13][CH2:14][C:15]3[C:20]([CH:21]=2)=[CH:19][C:18]([C:22](OCC)=[O:23])=[CH:17][CH:16]=3)[CH:11]=[CH:10][N:9]=[CH:8]1.O>C1COCC1>[N:7]1([C:12]2[CH2:13][CH2:14][C:15]3[C:20]([CH:21]=2)=[CH:19][C:18]([CH2:22][OH:23])=[CH:17][CH:16]=3)[CH:11]=[CH:10][N:9]=[CH:8]1

参加物

5

反応物 3

HCID 962WaterHCID 30215662-Naphthalenecarboxylic acid, 5,6-dihydro-7-(1H-imidazol-1-yl)-, ethyl esterHCID 21226445Aluminium lithium hydride

生成物 1

HCID 30215682-Naphthalenemethanol, 5,6-dihydro-7-(1H-imidazol-1-yl)-収率 84.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of LiAlH4 (202 mg) in dry THF (2.4 ml) a solution of 1,2-dihydro-3-(1-imidazolyl)-6-ethoxycarbonyl-naphthalene (2.8 g) in dry THF (22 ml) was added dropwise at 0° C. under nitrogen atmosphere. The reaction mixture was refluxed for 1 day and then stirred overnight at room temperature. H2O (40 ml) was added and the precipitate formed filtered off. The filtrate was concentrated, extracted with CHCl3, dried (Na2SO4) and evaporated under vacuum to give 1,2-dihydro-3-(1-imidazolyl)-6-hydroxymethyl-naphthalene (2 g), m.p. 88°-91° C.

後処理

  1. additionwas added dropwise at 0° C. under nitrogen atmosphere
  2. temperatureThe reaction mixture was refluxed for 1 day
  3. customthe precipitate formed
  4. filtrationfiltered off
  5. concentrationThe filtrate was concentrated
  6. extractionextracted with CHCl3
  7. dry with materialdried (Na2SO4)
  8. customevaporated under vacuum

出典と根拠

ORDレコード
ord-8a75f458bbff434ca54343361c987f47
出典データセット
uspto-grants-1986_07
特許番号
US04602022

反応ノート

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