Sodium Hydroxide → 4-Hydroxymethyl-1,6-heptadiene

HRID 1907063ノート

反応式

HRID 1907063 の反応式
C([O:3][C:4](=O)[CH:5]([CH2:9][CH:10]=[CH2:11])[CH2:6][CH:7]=[CH2:8])C.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C(OCC)C.O>[CH2:6]([CH:5]([CH2:9][CH:10]=[CH2:11])[CH2:4][OH:3])[CH:7]=[CH2:8]

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 10877522Diallylacetic Acid Ethyl EsterHCID 21226445Aluminium lithium hydride2 回

生成物 1

HCID 148952104-Hydroxymethyl-1,6-heptadiene収率 92.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒3 回HCID 3283Diethyl Ether溶媒

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.

後処理

  1. customThe precipitated white solid was removed from the colorless solution by filtration
  2. customSolvent was removed from the solution at reduced pressure

出典と根拠

ORDレコード
ord-efcdcb0fe50646c8a299ad2c51e7bc84
出典データセット
uspto-grants-2013_12
特許番号
US08597784B2

反応ノート

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