Glycine ethyl ester → HCID 73680293、化合物

HRID 1703321ノート

反応式

HRID 1703321 の反応式
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7](=[CH:10][N:11]([CH3:13])C)[CH:8]=[O:9])=[CH:4][CH:3]=1.NC[C:18]([O:20][CH2:21][CH3:22])=[O:19].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7](=[CH:10][NH:11][CH2:13][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:8]=[O:9])=[CH:14][CH:15]=1

参加物

5

反応物 3

HCID 12176Glycine ethyl esterHCID 14798Sodium HydroxideHCID 54237126HCID 54237126、化合物

生成物 1

HCID 73680293HCID 73680293、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-(4-Chlorophenoxy)-3-dimethylaminoacrylaldehyde (11.3 g., 50 mmoles) was dissolved in 200 ml. of ethanol, mixed with a solution of ethyl glycinate (14 g., 100 mmoles) in 90 ml. of 1 N sodium hydroxide and refluxed for 15 hours. Ethanol was evaporated in vacuo, the aqueous residue diluted with 150 ml. of water and product extracted into 200 ml. of ethyl acetate. The ethyl acetate was back-washed with water and concentrated to an oil. Trituration of the oil with 100 ml. of ether gave crystalline 2-(4-chlorophenoxy)-3-carbethoxymethylaminoacrylaldehyde in two crops (7.3 g., Rf 0.55 on silica gel thin layer chromatography with ethyl acetate-1/hexane-1/5% acetic acid as eluant).

後処理

  1. customEthanol was evaporated in vacuo
  2. additionthe aqueous residue diluted with 150 ml
  3. extractionof water and product extracted into 200 ml
  4. washThe ethyl acetate was back-washed with water
  5. concentrationconcentrated to an oil

出典と根拠

ORDレコード
ord-87e33713f58d4137bfe72c699d650286
出典データセット
uspto-grants-1982_09
特許番号
US04351843

反応ノート

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