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

HRID 2396923ノート

反応式

HRID 2396923 の反応式
[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](=[CH:22]\[CH2:23]CC)/C=O.O>CO>[CH3:1]/[C:16](=[CH:18]\[CH2:19][CH2:22][CH3:23])/[CH:15]=[CH:8]/[C:7]([O:6][CH3:4])=[O:17]

参加物

6

反応物 4

HCID 962WaterHCID 53645342-Methyl-2-hexenalHCID 10942334Sodium MethoxideHCID 17846631Ethyl diethyl-phosphonoacetate

生成物 1

HCID 12700340methyl (E,E)-4-methyl-2,4-octadienoate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a 28 wt % solution of sodium methoxide in methanol (112.6 g) at 10° C. were added dropwise diethyl phosphonoacetic acid ethyl ester (110.75 g) and (E)-2-methyl-2-hexenal (50.36 g) successively under a nitrogen atmosphere. The reaction mixture was stirred at room temperature for 4 hours, poured into chilled water and extracted with dichloromethane. The extract was washed with brine, dried over anhydrous magnesium sulfate, and evaporated to give 74.88 g of crude methyl (E,E)-4-methyl-2,4-octadienoate as an oil. This oil was used in the next reaction without further purification.

後処理

  1. additionpoured
  2. extractionextracted with dichloromethane
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated

出典と根拠

ORDレコード
ord-b7c77086d49a4130bddc33484b53f015
出典データセット
uspto-grants-1996_02
特許番号
US05495023

反応ノート

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