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

HRID 639716ノート

反応式

HRID 639716 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b816be9f1bc946518fafce8f63efdb95
出典データセット
uspto-grants-2010_04
特許番号
US07691883B2

反応ノート

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