反応 #1994245

ord-efcdcb0fe50646c8a299ad2c51e7bc84

反応方程式

C=CCC(CC=C)C(=O)OCC
2-allylpent-4-enoic acid ethyl ester
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
[Na+].[OH-]
sodium hydroxide
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
C=CCC(CO)CC=C
2-allylpent-4-en-1-ol
収率 92.8%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The precipitated white solid was removed from the colorless solution by filtration
  2. 2
    その他Solvent was removed from the solution at reduced pressure

実験手順

To a stirred solution of 2-allylpent-4-enoic acid ethyl ester (prepared above, 14.5 g, 86.2 mmol) in diethyl ether (125 mL) was added lithium aluminum hydride (3.3 g, 87 mmol) in portions slowly over a 30 minute period to cause vigorous gas evolution. When addition of the lithium aluminum hydride was complete, the reaction mixture was stirred for one more hour a room temperature, then 3.5 mL of water were added very slowly. Then 7 mL of a 10 weight percent solution of sodium hydroxide in water were added, followed by the addition of 10 more mL of water. The precipitated white solid was removed from the colorless solution by filtration. Solvent was removed from the solution at reduced pressure to leave 10.1 g of 2-allylpent-4-en-1-ol as a colorless oil whose structure was confirmed by NMR analyses.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08597784B2uspto-grants-2013_12