Water → 2-(3,4-dihydro-2H-1-benzopyran-3-yl)ethan-1-ol

HRID 1032392ノート

反応式

HRID 1032392 の反応式
C[O:2][C:3]([CH2:5][CH:6]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[O:8][CH2:7]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1.C(OCC)C>[OH:2][CH2:3][CH2:5][CH:6]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[O:8][CH2:7]1

参加物

7

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 148384133-MethoxycarbonylmethylchromanHCID 21226445Aluminium lithium hydride

生成物 1

HCID 148384142-(3,4-dihydro-2H-1-benzopyran-3-yl)ethan-1-ol収率 100%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

At room temperature and while stirring, a solution of 7.22 g (35 mmol) of 3-methoxycarbonylmethylchroman in 50 ml of absolute tetrahydrofuran is added dropwise within a period of 30 minutes to a suspension of 1.33 g (35 mmol) of lithium aluminium hydride in 50 ml of absolute diethyl ether. Stirring is continued at room temperature for a further 16 hours and then the whole is carefully decomposed with 1.33 ml of water, 1.33 ml of sodium hydroxide solution (15% strength) and 4.0 ml of water. The precipitate formed is filtered off with suction and the filtrate is concentrated by evaporation in vacuo. The oily residue is dissolved in diethyl ether. The solution is washed with water, dried over sodium sulphate and concentrated by evaporation in vacuo. 6.23 g (100%) of 3-(2-hydroxyethyl)chroman are obtained in the form of a yellow oil.

後処理

  1. stirringStirring
  2. customThe precipitate formed
  3. filtrationis filtered off with suction
  4. concentrationthe filtrate is concentrated by evaporation in vacuo
  5. dissolutionThe oily residue is dissolved in diethyl ether
  6. washThe solution is washed with water
  7. dry with materialdried over sodium sulphate
  8. concentrationconcentrated by evaporation in vacuo

出典と根拠

ORDレコード
ord-b9f26cf967564b42a3cdc812ac484dbe
出典データセット
uspto-grants-1990_09
特許番号
US04957928

反応ノート

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