Hydrochloric Acid → Isopropyl 7,11dimethyl-3-oxo-6,10-dodecadienoate

HRID 436875노트

반응식

HRID 436875 반응식
[H-].[Na+].[CH3:3][C:4]([CH2:15][CH2:16][CH:17]=[C:18]([CH3:20])[CH3:19])=[CH:5][CH2:6][CH2:7][C:8](=[O:14])[CH2:9][C:10](OC)=[O:11].O.Cl.[CH:23]([OH:26])([CH3:25])[CH3:24]>>[CH3:3][C:4]([CH2:15][CH2:16][CH:17]=[C:18]([CH3:20])[CH3:19])=[CH:5][CH2:6][CH2:7][C:8](=[O:14])[CH2:9][C:10]([O:26][CH:23]([CH3:25])[CH3:24])=[O:11]

참가 물질

6

반응물 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 3776Isopropanol3회HCID 24758Sodium hydrideHCID 53708905Methyl 3-oxo-7,11-dimethyl-dodeca-6,10-dienoate

생성물 1

HCID 54226106Isopropyl 7,11dimethyl-3-oxo-6,10-dodecadienoate

실험 절차

A solution of 1.92 g of sodium hydride in 200 ml of isopropanol was added to a boiling mixture of 10 g of the product of Example 3 and 200 ml of isopropanol and the volume was held constant by replacing proportionately the distillate with isopropanol for 2 hours. After cooling, the mixture was poured into water and acidified with concentrated hydrochloric acid. The mixture was extracted with ethyl acetate and the extract was washed with water, dried over sodium sulfate and evaporated to dryness. The residue was chromatographed over silica and was eluted with a 9-1 petroleum ether (b.p.= 40°-75° C.)-ethyl ether mixture to obtain 7.05 g of isopropyl 7,11dimethyl-3-oxo-6,10-dodecadienoate in the form of an amber oil with a refractive index of nD24 = 1.467.

후처리

  1. customfor 2 hours
  2. temperatureAfter cooling
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe extract was washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated to dryness
  7. customThe residue was chromatographed over silica
  8. washwas eluted with a 9-1 petroleum ether (b.p.= 40°-75° C.)-ethyl ether mixture

출처 및 근거

ORD 기록
ord-cf8458b1f1734c778fa9defa19dc2a9e
출처 데이터셋
uspto-grants-1977_06
특허 번호
US04028386

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