Tetrahydrofuran → Methyl 9-oxononanoate

HRID 395929노트

반응식

HRID 395929 반응식
C[C:2]([CH3:5])([O-:4])C.C[C:7]([CH3:10])([O-])[CH3:8].C[C:12](C)([O-:14])C.O.[Al+3].[Li+].[CH2:19]1[CH2:23][O:22][CH2:21][CH2:20]1>>[O:22]=[CH:23][CH2:19][CH2:20][CH2:21][CH2:8][CH2:7][CH2:10][CH2:5][C:2]([O:14][CH3:12])=[O:4]

참가 물질

3

반응물 2

HCID 8028Tetrahydrofuran2회HCID 18175717Lithium aluminum hydrate tri-tert-butoxide

생성물 1

HCID 74732Methyl 9-oxononanoate수율 89.3%

실험 절차

To a solution of the crude product (4.71 g) in THF (50 ml) was dropwise added a solution of lithium aluminum hydrate tri-tert-butoxide (6.1 g) in THF (50 ml) and then stirred for 1.5 hours at room temperature. The reaction mixture which volume was reduced to about 50 ml by partial evaporation of the solvent under reduced pressure, was poured into 1N hydrochloric acid (200 ml) and then extracted with ethyl acetate. The organic layer was washed with water and saturated brine successively, and then dried over magnesium sulfate anhydride. The solvent was evaporated under reduced pressure to give methyl 9-oxononanate (3.33 g 89.3%).

후처리

  1. customThe reaction mixture which volume was reduced to about 50 ml by partial evaporation of the solvent under reduced pressure
  2. additionwas poured into 1N hydrochloric acid (200 ml)
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine successively
  5. dry with materialdried over magnesium sulfate anhydride
  6. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-383357331b4548d5932889058656d47a
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06605741B2

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