Sodium Iodide → HCID 12034529, 화합물

HRID 546717노트

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HRID 546717 반응식
O.O.O.O.O.O.O.[Cl-].[Ce+3].[Cl-].[Cl-].[I-].[Na+].[OH:14][CH:15]([CH2:21][CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])[CH2:16][C:17]([O:19][CH3:20])=[O:18]>C(#N)C>[CH3:25][C:24]1([CH3:26])[O:14][CH:15]([CH2:16][C:17]([O:19][CH3:20])=[O:18])[CH2:21][CH2:22][CH2:23]1

참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 34560336-Octenoic acid, 3-hydroxy-7-methyl-, methyl esterHCID 21585214Cerium trichloride heptahydrate

생성물 1

HCID 12034529HCID 12034529, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Cerium chloride heptahydrate (812 mg) and sodium iodide (327 mg) were added to a solution of methyl 3-hydroxy-7-methyl-6-octenoate obtained by the method described in Heterocycles, 34, 1107-1117 (1992) (4.06 g) in acetonitrile (10 ml), and the reaction solution was heated under reflux for 10 hours. The reaction solution was left to cool and then concentrated under reduced pressure. Diethyl ether and 12 ml of 1 N hydrochloric acid were added to the resulting residue, and the organic layer was separated. Diethyl ether was added to the aqueous layer, and the organic layer was separated. The combined organic layers were sequentially washed with water, a saturated sodium bicarbonate solution (pH=9), a 5% sodium thiosulfate solution, water and brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 2.65 g of the title compound. The property values of the compound are as follows.

후처리

  1. customobtained by the method
  2. temperatureunder reflux for 10 hours
  3. waitThe reaction solution was left
  4. temperatureto cool
  5. concentrationconcentrated under reduced pressure
  6. additionDiethyl ether and 12 ml of 1 N hydrochloric acid were added to the resulting residue
  7. customthe organic layer was separated
  8. additionDiethyl ether was added to the aqueous layer
  9. customthe organic layer was separated
  10. washThe combined organic layers were sequentially washed with water
  11. dry with materiala saturated sodium bicarbonate solution (pH=9), a 5% sodium thiosulfate solution, water and brine, dried over anhydrous magnesium sulfate
  12. concentrationconcentrated under reduced pressure
  13. customThe resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

출처 및 근거

ORD 기록
ord-c784d869438844fcba4bdb96decd4dc4
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07935815B2

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