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

HRID 58888

반응식

HRID 58888 반응식
[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

참가 물질

4

반응물 2

HCID 811Itaconic acidHCID 5972502,4-Dimethoxybenzylamine

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3f437f78dbf04d2bace7d5716f7b7d9b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434761B2

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