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Itaconic acid → 5-Oxo-1-phenylpyrrolidine-3-carboxylic acid

HRID 58553
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인쇄 미리보기

반응식

HRID 58553 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:8]=[C:9]([CH2:13][C:14](O)=[O:15])[C:10]([OH:12])=[O:11].[OH-].[Na+]>O>[O:15]=[C:14]1[N:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:8][CH:9]([C:10]([OH:12])=[O:11])[CH2:13]1
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참가 물질

5

반응물 3

HCID 811Itaconic acidHCID 6115AnilineHCID 14798Sodium Hydroxide

생성물 1

HCID 27371075-Oxo-1-phenylpyrrolidine-3-carboxylic acid수율 97.2%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
110 °C

실험 절차

A mixture of aniline (3.26 g; 34.68 mmol) and 2-methylenesuccinic acid (5.47 g; 41.62 mmol) in water (10 mL) was heated in a sealed tube at 110° C. for 30 hours. After cooling to room temperature, 6N NaOH (13 mL) was added and the resulting precipitate was filtered off. The filtrate was acidified with 6N hydrochloric acid to pH 1 and the resulting precipitate was filtered, washed with water, and dried to yield 6.92 g (97%) of 5-oxo-1-phenypyrrolidine-3-carboxylic acid as a white solid.

후처리

  1. temperatureAfter cooling to room temperature
  2. filtrationthe resulting precipitate was filtered off
  3. filtrationthe resulting precipitate was filtered
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-d68ca60354664ce887cd2a0f418b1a7e
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09434722B2

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