Hydrochloric Acid → (Z,Z,E)-7,11,13-Hexadecatrienal

HRID 74325노트

반응식

HRID 74325 반응식
C([O:3][CH:4](OCC)[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][CH2:13]/[CH:14]=[CH:15]\[CH:16]=[CH:17]\[CH2:18][CH3:19])C.Cl>C1(C)C=CC=CC=1>[CH:4](=[O:3])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][CH2:13]/[CH:14]=[CH:15]\[CH:16]=[CH:17]\[CH2:18][CH3:19]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86762707(Z,Z,E)-1,1-diethoxy-7,11,13-hexadecatriene

생성물 1

HCID 25067736(Z,Z,E)-7,11,13-Hexadecatrienal수율 82.7%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
22.5 °C

실험 절차

(Z,Z,E)-1,1-Diethoxy-7,11,13-hexadecatriene (49.36 g, 0.16 mol) and toluene (30 g) were placed in a reaction vessel and stirred at 20 to 25° C. for 30 minutes. After stirring, 10% by weight hydrochloric acid (19.3 g) was added dropwise to the reaction mixture at 20 to 25° C., and stirred for one hour. The reaction mixture was separated into phases. Then, the organic phase was washed with an aqueous sodium bicarbonate solution, and concentrated by removal of the solvent under reduced pressure to obtain (Z,Z,E)-7,11,13-hexadecatrienal (30.47 g, 0.13 mol) with a yield of 82.7%.

후처리

  1. stirringAfter stirring
  2. stirringstirred for one hour
  3. customThe reaction mixture was separated into phases
  4. washThen, the organic phase was washed with an aqueous sodium bicarbonate solution
  5. concentrationconcentrated by removal of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-f4b1d4712982406b8d61953f83180678
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829255B1

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