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Sulfuric Acid → 4,5-(Dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenal

HRID 1741957
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HRID 1741957 반응식
[CH3:1][C:2]1([CH3:19])[O:18][CH:15]([CH:16]=[CH2:17])[CH:4]([CH:5]([O:9][CH:10]([O:12][CH2:13][CH3:14])[CH3:11])[CH2:6][C:7]#N)[O:3]1.[H-].C([Al+]CC(C)C)C(C)C.S(=O)(=O)(O)[OH:31]>C1(C)C=CC=CC=1.CCOCC>[CH3:1][C:2]1([CH3:19])[O:18][CH:15]([CH:16]=[CH2:17])[CH:4]([CH:5]([O:9][CH:10]([O:12][CH2:13][CH3:14])[CH3:11])[CH2:6][CH:7]=[O:31])[O:3]1
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참가 물질

6

반응물 3

HCID 1118Sulfuric AcidHCID 190110314,5-(Dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenenitrileHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 190110124,5-(Dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenal

시약·촉매·용매 2

HCID 1140Toluene용매HCID 3283
Diethyl Ether
용매

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온도
-78 °C

실험 절차

4,5-(Dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenenitrile (1.40 g) was dissolved in 13 ml of dry toluene, and 2.0 ml of 2N diisobutyl aluminum hydride was added dropwise at -78° C. After stirring at -78° C. for 100 minutes, the temperature was then elevated to 0° C., and 10% dilute sulfuric acid was then gradually added. The reaction mixture was diluted with ether, and the organic layer was washed with a sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 2.61 g of 4,5-(dimethylmethylenedioxy)-3-(1-ethoxyethoxy)-6-heptenal.

후처리

  1. customwas then elevated to 0° C.
  2. washthe organic layer was washed with a sodium chloride aqueous solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1c9818df3ef0427bac4c13de75620628
출처 데이터셋
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05334740

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