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

HRID 436875ノート

反応式

HRID 436875 の反応式
[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]

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 3776Isopropanol3 回HCID 24758Sodium hydrideHCID 53708905Methyl 3-oxo-7,11-dimethyl-dodeca-6,10-dienoate

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cf8458b1f1734c778fa9defa19dc2a9e
出典データセット
uspto-grants-1977_06
特許番号
US04028386

反応ノート

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