Water → (7-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methanol

HRID 1762579ノート

反応式

HRID 1762579 の反応式
C([O:3][C:4]([CH:6]1[CH2:15][CH2:14][C:13]2[C:8](=[CH:9][C:10]([O:16][CH3:17])=[CH:11][CH:12]=2)[CH2:7]1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1.C(OCC)C>[CH3:17][O:16][C:10]1[CH:9]=[C:8]2[C:13]([CH2:14][CH2:15][CH:6]([CH2:4][OH:3])[CH2:7]2)=[CH:12][CH:11]=1

参加物

7

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 54368774Ethyl 7-methoxy-1,2,3,4-tetrahydro-2-naphthalenecarboxylate

生成物 1

HCID 10797825(7-Methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)methanol

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 23.43 g (100 mmol) of 7-methoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid ethyl ester in 160 ml of absolute tetrahydrofuran is added dropwise, over a period of 30 minutes, while stirring at room temperature, to a suspension of 3.79 g (100 mmol) of lithium aluminium hydride in 160 ml of absolute diethyl ether. After stirring at room temperature for 1 hour, 3.8 ml of water, 3.8 ml of sodium hydroxide solution (15%) and 11.4 ml of water are added to the reaction mixture. The resulting precipitate is filtered off with suction and the filtrate is concentrated to dryness by evaporation in vacuo. The oily residue is dissolved in diethyl ether, washed with water, dried with sodium sulphate and concentrated to dryness by evaporation. 7-methoxy-1,2,3,4-tetrahydro-naphthalene-2-methanol is obtained in the form of a yellow oil.

後処理

  1. filtrationThe resulting precipitate is filtered off with suction
  2. concentrationthe filtrate is concentrated to dryness by evaporation in vacuo
  3. dissolutionThe oily residue is dissolved in diethyl ether
  4. washwashed with water
  5. dry with materialdried with sodium sulphate
  6. concentrationconcentrated to dryness by evaporation

出典と根拠

ORDレコード
ord-d7618f7896ed4363b04cd1d926e25020
出典データセット
uspto-grants-1989_05
特許番号
US04833169

反応ノート

読み込み中…