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

HRID 1656801

반응식

HRID 1656801 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8fb2cd8877ca4f1298b0858e710b428e
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05254733

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