Methane → HCID 178527598, 화합물

HRID 441800노트

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HRID 441800 반응식
[OH-:1].[Na+:2].[CH:3]1[CH:16]=[C:15](O)[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([S:11]([OH:14])(=[O:13])=[O:12])[C:5]=2C=1.[Na].Cl[CH2:20][CH:21]([OH:24])[CH2:22][OH:23].[CH4:25]>O>[Na:2][C:25]1[CH:3]=[CH:16][CH:15]=[C:6]2[C:7]=1[CH:8]=[CH:9][C:10]([S:11]([OH:14])(=[O:12])=[O:13])=[C:5]2[O:1][CH2:20][CH:21]([OH:24])[CH2:22][OH:23]

참가 물질

7

반응물 5

HCID 297MethaneHCID 72903-Chloro-1,2-propanediolHCID 14798Sodium HydroxideHCID 670251-Naphthalenesulfonic acid, 5-hydroxy-HCID 5360545Sodium

생성물 1

HCID 178527598HCID 178527598, 화합물수율 99%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 5-liter, four-necked, round-bottomed reaction flask, fitted with mechanical stirrer, thermometer, reflux condenser, addition funnel, and heating mantle, is charged with 2500 parts of water and 120 parts of sodium hydroxide and the mixture stirred to dissolve the caustic. To the flask is added 738 parts of 1-naphthol-5-sulfonic acid, sodium salt. Stirring is continued while heating the solution to 50°-60° C. To the flask then is added drop-wise over a two-hour period 332 parts of 3-chloro-1,2-propanediol. The temperature of the reaction solution is gradually increased to reflux (100°-105° C.) and refluxing continued for about 20 hours. The hot solution is treated with charcoal, filtered while hot through fuller's earth, and the filtrate cooled to allow precipitation. The product is isolated by suction filtration and washed in hot isopropanol. The product is recrystallized by dissolving in hot 3:1 ethanol-water, treating with charcoal while hot, filtering through fuller's earth, and allowing the filtrate to cool. The product, 3-(5-sodiosulfo-1-naphthoxy)-1,2-propanediol, is isolated by filtration and dried at 110° C. under reduced pressure. The yield of 99% pure (as determined by adjacent hydroxyl group analysis) product is 100 parts; the product contains 0.04% chloride. The product has an uncorrected melting point of 375° C. (with decomposition).

후처리

  1. customA 5-liter, four-necked, round-bottomed reaction flask, fitted with mechanical stirrer
  2. temperaturethermometer, reflux
  3. additioncondenser, addition funnel
  4. temperatureheating mantle
  5. dissolutionto dissolve the caustic
  6. stirringStirring
  7. temperaturewhile heating the solution to 50°-60° C
  8. temperatureThe temperature of the reaction solution is gradually increased
  9. temperatureto reflux (100°-105° C.)
  10. temperaturerefluxing
  11. filtrationfiltered while hot through fuller's earth
  12. temperaturethe filtrate cooled
  13. customprecipitation
  14. customThe product is isolated by suction filtration
  15. washwashed in hot isopropanol
  16. customThe product is recrystallized
  17. dissolutionby dissolving in hot 3:1 ethanol-water
  18. additiontreating with charcoal while hot,
  19. filtrationfiltering through fuller's earth
  20. temperatureto cool

출처 및 근거

ORD 기록
ord-1fdcace577bb45afaa0f02953bda3d6c
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04042618

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