Acetic Anhydride → Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester

HRID 526152

反応式

HRID 526152 の反応式
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[CH:10](OCC)(OCC)[O:11][CH2:12][CH3:13].C(OC(=O)C)(=O)C>>[CH2:12]([O:11][CH:10]=[C:2]([C:3](=[O:4])[CH3:5])[C:1]([O:7][CH2:8][CH3:9])=[O:6])[CH3:13]

参加物

4

反応物 3

HCID 7918Acetic AnhydrideHCID 8868Ethyl AcetoacetateHCID 31214Ethyl orthoformate

生成物 1

HCID 97734Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester収率 70%

反応条件

温度
135 °C

実験手順

A mixture of ethyl acetoacetate (100 g, 0.77 mol), triethyl orthoformate (130 g, 0.92 mol), and acetic anhydride (150 g, 1.5 mol) was heated at 135° C. for 6-18 h in a round bottomed flask that was equipped with a distillation apparatus to collect the ethanol generated during the reaction. The reaction was cooled, concentrated and the residue was distilled under high vacuum to obtain the desired product (100 g, 70%) as a pale yellow oil: ESI MS m/z 187 [M+H]+.

後処理

  1. customwas equipped with a distillation apparatus
  2. customto collect the ethanol
  3. customgenerated during the reaction
  4. temperatureThe reaction was cooled
  5. concentrationconcentrated
  6. distillationthe residue was distilled under high vacuum

出典と根拠

ORDレコード
ord-8570c88f10834a9a95744fb4189550c1
出典データセット
uspto-grants-2016_05
特許番号
US09345709B2

関連ノート

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