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

HRID 74325ノート

反応式

HRID 74325 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
22.5 °C

実験手順

(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%.

後処理

  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

出典と根拠

ORDレコード
ord-f4b1d4712982406b8d61953f83180678
出典データセット
uspto-grants-2014_09
特許番号
US08829255B1

反応ノート

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