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Ethyl Acetate → (E,E)-4-ethyl-2,4-heptadien-1-ol

HRID 2396911
ノート
印刷プレビュー

反応式

HRID 2396911 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7](/[C:9](=[CH:16]\[CH2:17][CH3:18])/[CH:10]=[CH:11]/[C:12](OC)=[O:13])[CH3:8].C(OCC)(=O)C.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C(OCC)C>[CH2:7](/[C:9](=[CH:16]\[CH2:17][CH3:18])/[CH:10]=[CH:11]/[CH2:12][OH:13])[CH3:8]
参加物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 9855836Potassium sodium tartarateHCID 12700325methyl (E,E)-4-ethyl-2,4-heptadienoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 86749298(E,E)-4-ethyl-2,4-heptadien-1-ol収率 91.8%

試薬・触媒・溶媒 1

HCID 3283
Diethyl Ether
溶媒
2 回

実験手順

To a suspension of lithium aluminum hydride (2.38 g) in ethyl ether (160 ml) was added a solution of methyl (E,E)-4-ethyl-2,4-heptadienoate (13.2 g) in ethyl ether (100 ml) while keeping the temperature below 30° C. When addition was completed, the mixture was allowed to stir at room temperature for one hour. To this resultant mixture at 10° C. were added dropwise ethyl acetate (50 ml) and a saturated aqueous solution of potassium sodium tartrate (50 ml). The separated organic layer was washed with brine, dried over anhydrous magnesium sulfate, and evaporated to give (E,E)-4-ethyl-2,4-heptadien-1-ol (10.1 g) as an oil. This oil was used in the next reaction without further purification.

後処理

  1. customthe temperature below 30° C
  2. additionWhen addition
  3. washThe separated organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated

出典と根拠

ORDレコード
ord-b083db324f7e4754b20565b7fe13c692
出典データセット
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05495023

反応ノート

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