Itaconic acid → 1-(2,4-Dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid

HRID 58888

反応式

HRID 58888 の反応式
[C:1]([OH:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=O)=[CH2:3].[CH3:10][O:11][C:12]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:13]=1[CH2:14][NH2:15]>C1(C)C=CC=CC=1>[CH3:10][O:11][C:12]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:13]=1[CH2:14][N:15]1[C:5](=[O:7])[CH2:4][CH:2]([C:1]([OH:9])=[O:8])[CH2:3]1

参加物

4

反応物 2

HCID 811Itaconic acidHCID 5972502,4-Dimethoxybenzylamine

生成物 1

HCID 112544611-(2,4-Dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid収率 71.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

To a solution of itaconic acid (13.0 g, 100 mmol) in toluene (50 ml) was added a solution of 2,4-dimethoxybenzylamine (17.54 g, 105.0 mmol) in toluene (50 mL) and the reaction mixture was stirred for 15 h under reflux. The mixture was cooled to ambient temperature and then concentrated under reduced pressure. The residue was treated with diethyl ether (100 mL) and the resulting precipitate was collected by filtration, washed with diethyl ether and EtOAc and dried to afford 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid (20.0 g, 71% yield) as a colorless solid.

後処理

  1. temperatureunder reflux
  2. concentrationconcentrated under reduced pressure
  3. additionThe residue was treated with diethyl ether (100 mL)
  4. filtrationthe resulting precipitate was collected by filtration
  5. washwashed with diethyl ether and EtOAc
  6. customdried

出典と根拠

ORDレコード
ord-3f437f78dbf04d2bace7d5716f7b7d9b
出典データセット
uspto-grants-2016_09
特許番号
US09434761B2

関連ノート

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