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

HRID 1907063노트

반응식

HRID 1907063 반응식
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]

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 10877522Diallylacetic Acid Ethyl EsterHCID 21226445Aluminium lithium hydride2회

생성물 1

HCID 148952104-Hydroxymethyl-1,6-heptadiene수율 92.8%

시약·촉매·용매 2

HCID 962Water용매3회HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-efcdcb0fe50646c8a299ad2c51e7bc84
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08597784B2

반응 노트

불러오는 중…