Water → ethyl (E,E)-4-ethyl-2,4-hexadienoate

HRID 1656801

反応式

HRID 1656801 の反応式
C[O-].[Na+].C(OP([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])(OCC)=O)C.[CH2:18](/[C:20](=[CH:23]\[CH3:24])/[CH:21]=O)[CH3:19].O>CO.C1(C)C=CC=CC=1>[CH2:23](/[C:20](=[CH:18]\[CH3:19])/[CH:21]=[CH:12]/[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH3:24]

参加物

7

反応物 4

HCID 962WaterHCID 13345Triethyl phosphonoacetateHCID 53628972-Butenal, 2-ethyl-HCID 10942334Sodium Methoxide

生成物 1

HCID 10899087ethyl (E,E)-4-ethyl-2,4-hexadienoate収率 83.1%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 1140Toluene溶媒

実験手順

To a solution of 12.7 kg (235 mol) of sodium methoxide and 48.0 kg (214 mol) of ethyl diethylphosphonoacetate in 40 l of methanol is added dropwise 20 kg (204 mol) of 2-ethylcrotonaldehyde at 20°-30° C. during 0.5 hour. After stirring for 2 hours at same temperature, the reaction mixture is poured into the solution of 180 l of water and 120 l of toluene. The toluene layer is separated and combined with 50 l toluene extract of aqueous phase, and washed with two 120 l portions of saturated sodium chloride solution. After drying over anhydrous magnesium sulfate, the solvent is removed and the residue is distilled under reduced pressure to give ethyl (E,E)-4-ethyl-2,4-hexadienoate (Yield 28.5 kg) (83.1%), b.p. 41°-75° C./5-8 mmHg.

後処理

  1. customThe toluene layer is separated
  2. extractionextract of aqueous phase
  3. washwashed with two 120 l portions of saturated sodium chloride solution
  4. dry with materialAfter drying over anhydrous magnesium sulfate
  5. customthe solvent is removed
  6. distillationthe residue is distilled under reduced pressure

出典と根拠

ORDレコード
ord-8fb2cd8877ca4f1298b0858e710b428e
出典データセット
uspto-grants-1993_10
特許番号
US05254733

関連ノート

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