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Dichloromethane → 4-[(1-Ethoxy)ethoxy]cinnamyl acetoacetate

HRID 2291356
ノート
印刷プレビュー

反応式

HRID 2291356 の反応式
ClCCl.[CH2:4]([O:6][CH2:7][CH2:8][O:9][C:10]1[CH:19]=[CH:18][C:13]([CH:14]=[CH:15][CH2:16][OH:17])=[CH:12][CH:11]=1)[CH3:5].[CH2:20]=[C:21]1[O:25][C:23](=[O:24])[CH2:22]1>C([O-])(=O)C.[Na+].CCCCCC>[C:23]([O:17][CH2:16][CH:15]=[CH:14][C:13]1[CH:12]=[CH:11][C:10]([O:9][CH2:8][CH2:7][O:6][CH2:4][CH3:5])=[CH:19][CH:18]=1)(=[O:24])[CH2:22][C:21]([CH3:20])=[O:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6344DichloromethaneHCID 12661Diketene2 回HCID 545716914-[(1-Ethoxy)ethoxy]cinnamyl alcohol

生成物 1

HCID 542124814-[(1-Ethoxy)ethoxy]cinnamyl acetoacetate収率 90.7%

試薬・触媒・溶媒 2

HCID 517045Sodium Acetate触媒HCID 8058Hexane
溶媒

実験手順

36 Milliliters of dichloromethane was added to 12 g of 4-[(1-ethoxy)ethoxy]cinnamyl alcohol, then 60 mg of anhydrous sodium acetate was added thereto. Under refluxing condition, 5 g of diketene was added dropwise to the reaction mixture, and 2 hours later, 0.42 g diketene was further added thereto, the whole reaction mixture was refluxed for 1.5 hours. After the reaction was completed, the dichloromethane was removed by evaporation under reduced pressure, and the residue thus obtained was stirred for 30 minutes with 27 ml of hexane and 1.2 g of activated carbon. The activated carbon was removed by filtration, and the filtrate was concentrated to obtain 15 g of 4-[(1-ethoxy)ethoxy]cinnamyl acetoacetate as in the form of an oily substance.

後処理

  1. additionwas added dropwise to the reaction mixture, and 2 hours later
  2. customthe whole reaction mixture
  3. temperaturewas refluxed for 1.5 hours
  4. customthe dichloromethane was removed by evaporation under reduced pressure
  5. customthe residue thus obtained
  6. customThe activated carbon was removed by filtration
  7. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-2b0d5da75c5b4553bbf27d093634e087
出典データセット
uspto-grants-1989_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04795814

反応ノート

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