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

HRID 30447

反応式

HRID 30447 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-fd79de5b16c441b29e7acf5015ddc480
出典データセット
uspto-grants-2008_09
特許番号
US07423148B2

関連ノート

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