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Ethyl Acetate → (1-(2-Methoxyethyl)cyclohexyl)methanol

HRID 1778851
ノート
印刷プレビュー

反応式

HRID 1778851 の反応式
[CH3:1][O:2][CH2:3][CH2:4][C:5]1([C:11](OC)=[O:12])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+].C(OCC)(=O)C>C(OCC)C>[CH3:1][O:2][CH2:3][CH2:4][C:5]1([CH2:11][OH:12])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 86681303HCID 86681303、化合物

生成物 1

HCID 66025440(1-(2-Methoxyethyl)cyclohexyl)methanol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of EXAMPLE 88A (7.0 g) in diethyl ether (30 mL) was added dropwise to a suspension of LiAlH4 (1.32 g) in diethyl ether (50 mL). Once the addition was finished, the mixture was refluxed for 90 minutes. Then cooled to 0° C. and 2N NaOH (50 mL) was added slowly. Once a semi-solid appeared at the bottom of the flask, ethyl acetate (300 mL) was added and the mixture was stirred vigorously for 30 minutes. The top clear layer was decanted and more ethyl acetate (200) mL) was added to the mixture and stirred for another 15 minutes. The top organic layer was decanted and combined with the previous one. The combined organic layers were washed with 2N aqueous NaOH, water, brine and dried over Na2SO4. Filtration and evaporation of solvent gave the title compound.

後処理

  1. additionOnce the addition
  2. temperaturethe mixture was refluxed for 90 minutes
  3. additionwas added
  4. customThe top clear layer was decanted
  5. additionmore ethyl acetate (200) mL) was added to the mixture
  6. stirringstirred for another 15 minutes
  7. customThe top organic layer was decanted
  8. washThe combined organic layers were washed with 2N aqueous NaOH, water, brine
  9. dry with materialdried over Na2SO4
  10. filtrationFiltration and evaporation of solvent

出典と根拠

ORDレコード
ord-23e783dad1fe42c2a5afdb0ed057659a
出典データセット
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09266877B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート