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Methyl Acrylate → Methyl 2-(4-(4-chlorophenyl)-2-oxo-4-oxazolin-5-yl)propionate

HRID 47924
ノート
印刷プレビュー

反応式

HRID 47924 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10](=[O:13])[O:11][CH:12]=2)=[CH:4][CH:3]=1.[C:14]([O:18][CH3:19])(=[O:17])[CH:15]=[CH2:16].C(N(CC)CC)C>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:9][C:10](=[O:13])[O:11][C:12]=2[CH:15]([CH3:16])[C:14]([O:18][CH3:19])=[O:17])=[CH:6][CH:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 7294Methyl AcrylateHCID 8471TriethylamineHCID 114241254-(4-Chlorophenyl)-2,3-dihydro-1,3-oxazol-2-one

生成物 1

HCID 11150230Methyl 2-(4-(4-chlorophenyl)-2-oxo-4-oxazolin-5-yl)propionate収率 65%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
5 °C

実験手順

4-(4-Chlorophenyl)-2-oxo-4-oxazoline (3.0 g) was dissolved in methanol (30 mL) and methyl acrylate (1.66 mL) and triethylamine (2.14 mL) were added. The obtained mixture was stirred with reflux for 6 h, and the solvent was concentrated under reduced pressure. Isopropanol (9 mL) and isopropyl ether (21 mL) were added, and the mixture was allowed to stand at room temperature overnight and was cooled to not higher than 5° C. and stirred for 1 h. The precipitated crystals were collected by filtration and washed with isopropyl ether to give the title compound (2.81 g; yield 65.0%).

後処理

  1. temperaturewith reflux for 6 h
  2. concentrationthe solvent was concentrated under reduced pressure
  3. additionIsopropanol (9 mL) and isopropyl ether (21 mL) were added
  4. stirringstirred for 1 h
  5. filtrationThe precipitated crystals were collected by filtration
  6. washwashed with isopropyl ether

出典と根拠

ORDレコード
ord-f8d0ae6f6fd14175b7df246221d57654
出典データセット
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06699995B1

反応ノート

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