Water → methyl (E,E)-4-methyl-2,4-heptadienoate

HRID 2396920노트

반응식

HRID 2396920 반응식
[CH3:1][O-].[Na+].[CH2:4]([O:6][C:7](=[O:17])[C:8]([CH2:15][CH3:16])(CC)P(O)(O)=O)C.[CH3:18]/[C:19](=C\CC)/[CH:20]=O.O>CO.O1CCCC1>[CH3:1]/[C:16](=[CH:18]\[CH2:19][CH3:20])/[CH:15]=[CH:8]/[C:7]([O:6][CH3:4])=[O:17]

참가 물질

7

반응물 4

HCID 962WaterHCID 5319754(E)-2-Methyl-2-pentenalHCID 10942334Sodium MethoxideHCID 17846631Ethyl diethyl-phosphonoacetate

생성물 1

HCID 12791883methyl (E,E)-4-methyl-2,4-heptadienoate

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a 28 wt % solution of sodium methoxide in methanol (226 g) at 20° C. was added dropwise diethyl phosphonoacetic acid ethyl ester (239.8 g). The solution was stirred at the same temperature for 30 minutes under a nitrogen atmosphere. A solution of (E)-2-methyl-2-pentenal (100 g) in tetrahydrofuran (200 ml) was added dropwise at 20° C. during 20 minutes and the solution was stirred for 1 hour. The reaction mixture was poured into chilled water and extracted twice with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, and evaporated in vacuo to give methyl (E,E)-4-methyl-2,4-heptadienoate (169.2 g) as an oil. This oil was used in the next reaction without further purification.

후처리

  1. stirringthe solution was stirred for 1 hour
  2. additionThe reaction mixture was poured
  3. extractionextracted twice with ethyl acetate
  4. washThe extract was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-0d980af2ccb944e9a975fec44d0f1958
출처 데이터셋
uspto-grants-1996_02
특허 번호
US05495023

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