Hydrochloric Acid → trans-3-(2-Cyanoethenyl)benzaldehyde

HRID 1669346노트

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HRID 1669346 반응식
[C:1]([CH:3]=[CH:4][C:5]1[CH:6]=[C:7]([CH:11]2OCC[O:12]2)[CH:8]=[CH:9][CH:10]=1)#[N:2].Cl>O1CCCC1>[C:1](/[CH:3]=[CH:4]/[C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][CH:10]=1)[CH:11]=[O:12])#[N:2]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 673467182-[3-(2-Cyanoethenyl)phenyl]-[1,3]dioxolane

생성물 1

HCID 11593471trans-3-(2-Cyanoethenyl)benzaldehyde

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

11.91 g of the cis-trans isomer mixture of 2-[3-(2-cyanoethenyl)phenyl]-[1,3]dioxolane was dissolved in 180 ml of tetrahydrofuran, and thereto 40 ml of 6 N hydrochloric acid was added dropwise under ice-cooling. After stirred at room temperature overnight, the reaction solution was concentrated under reduced pressure, and extracted with t-butyl methyl ether and then ethyl acetate. The organic layers were combined, and washed successively with an aqueous saturated sodium bicarbonate solution and then an aqueous saturated sodium chloride solution. After dried over anhydrous magnesium sulfate, crystals obtained by concentration under reduced pressured were filtered to obtain 4.90 g of trans-3-(2-cyanoethenyl)benzaldehyde [Compound No. (e)] as a white solid.

후처리

  1. temperaturecooling
  2. concentrationthe reaction solution was concentrated under reduced pressure
  3. extractionextracted with t-butyl methyl ether
  4. washwashed successively with an aqueous saturated sodium bicarbonate solution
  5. dry with materialAfter dried over anhydrous magnesium sulfate, crystals
  6. customobtained by concentration under reduced pressured
  7. filtrationwere filtered

출처 및 근거

ORD 기록
ord-53d7fa1165bd4ae5a9a6d6cf0098f89f
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989478B2

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