Acetic Acid → Furaneol

HRID 1578020

반응식

HRID 1578020 반응식
[Bi]=[O:2].[C:3]([OH:6])(=O)[CH3:4].[C:7]([O:10][CH2:11][CH3:12])(=O)[CH3:8]>[Bi].C([O-])(=O)C.[Bi+3].C([O-])(=O)C.C([O-])(=O)C.C(Cl)(Cl)Cl>[CH3:8][CH:7]1[C:4](=[O:2])[C:3]([OH:6])=[C:11]([CH3:12])[O:10]1

참가 물질

7

반응물 3

HCID 176Acetic AcidHCID 8857Ethyl AcetateHCID 6327914Bismuth-oxygen

생성물 1

HCID 19309Furaneol수율 79%

시약·촉매·용매 3

HCID 6212Chloroform용매HCID 31132Bismuth acetate용매HCID 5359367Bismuth용매

실험 절차

17.5 g of 2,5-dimethyl-3,4-dihydroxy-tetrahydrofuran-3-one of about 80% purity were heated, in a suspension of 40 g of bismuth oxide and 50 g of glacial acetic acid, for 25 minutes at 120° C. After the reaction mixture had cooled, it was diluted with 80 g of ethyl acetate, whereupon metallic bismuth and bismuth acetate precipitated. The filtrate was fractionated, giving, at 85°-101° C./0.3 mbar, 14.2 g of a distillate containing about 77% of (I). This corresponds to a yield of 79%. 2.5 g of this fraction were taken up in a mixture of 2.8 g of chloroform and 1.6 g of petroleum ether, from which, after cooling, pure (I) of solidification point 75°-76° C. crystallized.

후처리

  1. temperatureAfter the reaction mixture had cooled
  2. customprecipitated
  3. customgiving, at 85°-101° C./0.3 mbar, 14.2 g of a distillate
  4. temperatureafter cooling
  5. custompure (I) of solidification point 75°-76° C. crystallized

출처 및 근거

ORD 기록
ord-85f6e485a94c4add8531a1afbca660c3
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04290960

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