Ethyl Acetate → HCID 22759289、化合物

HRID 1730130ノート

反応式

HRID 1730130 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]1[O:13][CH2:14][C:15]#[C:16][CH:17]([OH:27])[CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1.C(OCC)(=O)C>CCOCC>[O:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]1[O:13][CH2:14]/[CH:15]=[CH:16]/[CH:17]([OH:27])[CH2:18][O:19][C:20]1[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 22759318HCID 22759318、化合物

生成物 1

HCID 22759289HCID 22759289、化合物

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Lithium aluminum hydride (7.6 g., 0.2 mole) is dissolved in ether (225 ml.) and 1-(2-tetrahydropyranyloxy)- 4-hydroxy-5-(4-fluorophenoxy)-2-pentyne (35.2 g., 0.12 mole) is added dropwise with stirring during 1.5 hour. The resulting mixture is stirred at 25° for 21 hours and then heated at reflux for 4 hours. The mixture is cooled and treated dropwise with ethyl acetate to consume excess lithium aluminum hydride. It is then poured into 600 ml. of ice-cold 20% aqueous potassium hydroxide solution. The oily product is taken up in ether, washed with water and brine, and dried over magnesium sulfate. Removal of solvent under vacuum leaves the title compound as a yellow residual oil.

後処理

  1. stirringThe resulting mixture is stirred at 25° for 21 hours
  2. temperatureheated
  3. temperatureat reflux for 4 hours
  4. temperatureThe mixture is cooled
  5. customto consume excess lithium aluminum hydride
  6. additionIt is then poured into 600 ml
  7. washwashed with water and brine
  8. dry with materialdried over magnesium sulfate
  9. customRemoval of solvent under vacuum

出典と根拠

ORDレコード
ord-71626e27a00443238f6ea062086b83d6
出典データセット
uspto-grants-1976_11
特許番号
US03991106

反応ノート

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