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Hydrochloric Acid → (3-Oxo-1,2,3,4-tetrahydroquinoxalin-2-yl)acetic acid

HRID 1828036
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반응식

HRID 1828036 반응식
[O:1]=[C:2]1[NH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]1[CH2:12][C:13](N)=[O:14].Cl.[OH-:17].[Na+]>>[O:1]=[C:2]1[NH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]1[CH2:12][C:13]([OH:14])=[O:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2917733HCID 2917733, 화합물

생성물 1

HCID 2783994(3-Oxo-1,2,3,4-tetrahydroquinoxalin-2-yl)acetic acid

실험 절차

2-(3-Oxo-1,2,3,4-tetrahydroquinoxalin-2-yl)-acetamide (22 g, 0.11 mol) was dissolved in 10% NaOH (600 mL) and was heated under reflux for 3 hours. The mixture was cooled down via an ice-bath and was acidified with pre-cooled 10% HCl to pH˜6. The solvent was concentrated and the resulting precipitate was isolated via filtration to give a gray solid as the title product: 1H NMR (DMSO-d6) δ=12.35 (bs, 1H), 10.25 (bs, 1H), 6.74–6.68 (m, 3H), 6.61–6.58 (m, 1H), 5.91 (bs, 1H), 4.08–4.04 (m, 1H), 2.69 (dd, 1H, J=5.1, 16.2 Hz), 2.51 (dd, 1H, J=6.9, 16.2 Hz)

후처리

  1. temperaturewas heated
이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트
  • temperatureunder reflux for 3 hours
  • temperatureThe mixture was cooled down via an ice-bath
  • concentrationThe solvent was concentrated
  • customthe resulting precipitate was isolated via filtration
  • 출처 및 근거

    ORD 기록
    ord-9c15626e7df345db9326f6dc6c542b3e
    출처 데이터셋
    uspto-grants-2006_06
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07056937B2

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