Acetic Acid → Diethyl 2-[(3-formylphenyl)methylene]propane-1,3-dioate

HRID 30447

반응식

HRID 30447 반응식
[C:1]1([CH:9]=O)[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[O:8])[CH:2]=1.C([C:13](CC)([C:17]([O-:19])=[O:18])[C:14]([O-:16])=[O:15])C.N1CCC[CH2:24][CH2:23]1.[CH3:28][C:29](O)=O>C1(C)C=CC=CC=1>[CH:7]([C:3]1[CH:2]=[C:1]([CH:9]=[C:13]([C:17]([O:19][CH2:28][CH3:29])=[O:18])[C:14]([O:16][CH2:23][CH3:24])=[O:15])[CH:6]=[CH:5][CH:4]=1)=[O:8]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 34777IsophthalaldehydeHCID 69515632,2-Diethylpropanedioate

생성물 1

HCID 59789754Diethyl 2-[(3-formylphenyl)methylene]propane-1,3-dioate

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Benzene 1,3 dicarbaldehyde (1 eq) is dissolved in toluene, and diethylmalonate (1 eq) is added, followed by piperidine (0.1 eq) and AcOH (0.1 eq). The flask is equipped with a Dean Stark trap and the reaction mixture is refluxed overnight. The reaction mixture is cooled down to room temperature, washed with water, 2% aq HCl, sat. aq NaHCO3, brine, and dried. The solvent is evaporated under reduced pressure and the product 32 is isolated by column chromatography on silicagel.

후처리

  1. customThe flask is equipped with a Dean Stark trap
  2. temperaturethe reaction mixture is refluxed overnight
  3. washwashed with water, 2% aq HCl, sat. aq NaHCO3, brine
  4. customdried
  5. customThe solvent is evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-fd79de5b16c441b29e7acf5015ddc480
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423148B2

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