Sodium Iodide → HCID 20349952, 화합물

HRID 1449125노트

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HRID 1449125 반응식
[O-][CH2:2]C.[Na+].[C:5]([C:10]1[O:11][C:12]([CH3:17])=[C:13]([OH:16])[C:14]=1[OH:15])([O:7][CH2:8][CH3:9])=[O:6].[I-].[Na+]>C(O)C>[C:5]([C:10]1([CH3:2])[C:14](=[O:15])[C:13]([OH:16])=[C:12]([CH3:17])[O:11]1)([O:7][CH2:8][CH3:9])=[O:6]

참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 2723922Sodium ethoxideHCID 54719681Ethyl 5-methyl-3,4-dihydroxy-2-furoate

생성물 1

HCID 20349952HCID 20349952, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In a 250 ml three-necked flask fitted with a mechanical stirrer and a gas inlet tube is placed a solution of 3.4 g of sodium ethoxide in 100 ml of ethanol. To the stirred solution is added at room temperature, under nitrogen, 9.3 g of 2-carbethoxy-5-methyl-3,4-dihydroxy-furan and 0.5 g of sodium iodide. Gaseous methyl bromide is bubbled through the vigorously stirred reaction mixture at 50°-60° C. till the pH of the reaction mixture reaches 6.5-7.0. The solvent is removed under vacuum and the residue is dissolved in ether. The sodium bromide is filtered off, the ether solution is concentrated under vacuum and the residue is distilled through a short Vigreux column; 2-carbethoxy-2,5-dimethyl-3-oxo-4-hydroxy-2H-furan is collected at 102°-105° C./0.2 mm. Yield 8.1 g (81%), recrystallized from cyclohexane, m.p. 89.8°-90.1° C.

후처리

  1. customIn a 250 ml three-necked flask fitted with a mechanical stirrer and a gas inlet tube
  2. additionTo the stirred solution is added at room temperature, under nitrogen
  3. customGaseous methyl bromide is bubbled through the vigorously stirred reaction mixture at 50°-60° C. till the pH of the reaction mixture
  4. customThe solvent is removed under vacuum
  5. dissolutionthe residue is dissolved in ether
  6. filtrationThe sodium bromide is filtered off
  7. concentrationthe ether solution is concentrated under vacuum
  8. distillationthe residue is distilled through a short Vigreux column
  9. custom2-carbethoxy-2,5-dimethyl-3-oxo-4-hydroxy-2H-furan is collected at 102°-105° C./0.2 mm
  10. customYield 8.1 g (81%), recrystallized from cyclohexane, m.p. 89.8°-90.1° C.

출처 및 근거

ORD 기록
ord-663a2799892b4f9e900b09d2bbe75a44
출처 데이터셋
uspto-grants-1980_02
특허 번호
US04189439

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