Carbon Dioxide → 6-Hydroxy-2,6-dimethylheptanal

HRID 128147노트

반응식

HRID 128147 반응식
[CH3:1][CH:2]([CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])[CH:3]=[O:4].S([O-])([O-])=[O:12].[Na+].[Na+].B(O)(O)O.Cl.S(=O)=O.C(=O)([O-])[O-].[Na+].[Na+].C(=O)=O>C([O-])(=O)CCCCCCC/C=C\CCCCCCCC.[Na+].O>[CH3:1][CH:2]([CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])[CH:3]=[O:4].[CH3:1][CH:2]([CH2:5][CH2:6][CH2:7][C:8]([CH3:10])([OH:12])[CH3:9])[CH:3]=[O:4]

참가 물질

11

반응물 7

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 1119Sulfur DioxideHCID 7628Boric AcidHCID 10340Sodium CarbonateHCID 24437Sodium SulfiteHCID 61016(+-)-2,6-Dimethyl-5-heptenal

생성물 2

HCID 61016(+-)-2,6-Dimethyl-5-heptenalHCID 205540596-Hydroxy-2,6-dimethylheptanal수율 90.1%

시약·촉매·용매 2

HCID 23665730Sodium Oleate촉매HCID 962Water용매2회

실험 절차

An aqueous emulsion of 2,6-dimethyl-5-heptenal is prepared by stirring a solution of 3 grams of sodium oleate, and 400 mls of water, with 490 grams 2,6-dimethyl-5-heptenal. The emulsion is added at 250° C. to a solution comprising 1072 grams of sodium sulfite, 326 grams of boric acid and 5 liters of water. The resulting mixture is stirred for two hours resulting in the formation of a white flocculant solid. To this reaction mass is added 3000 mls of 30% hydrochloric acid. The addition is accompanied by release of sulfur dioxide fumes and a temperature rise to 30° C. Stirring is continued for 30 minutes whereupon a clear liquid is formed. Over a 30 minute period, 1783 grams of sodium carbonate is added accompanied by release of carbon dioxide. The reaction mixture is extracted twice with 500 ml portions of toluene. The toluene extracts are washed with water and distilled to afford 2,6-dimethyl-6-hydroxy heptanal (249 grams). The GC profile for this material is set forth in FIG. 3. Fractional distillation through a 1.5"×12" Goodloe column affords the pure product (b.p. 112° C., 4 mm).

후처리

  1. additionThe emulsion is added at 250° C. to a solution
  2. customresulting in the formation of a white flocculant solid
  3. additionThe addition
  4. customto 30° C
  5. stirringStirring
  6. waitis continued for 30 minutes whereupon a clear liquid
  7. customis formed
  8. extractionThe reaction mixture is extracted twice with 500 ml portions of toluene
  9. washThe toluene extracts are washed with water
  10. distillationdistilled

출처 및 근거

ORD 기록
ord-cef5f7cdcfc34d3d85ec083ccc496dff
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04258727

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