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2,5-Dimethoxytetrahydrofuran → 2-chloro-3-(1H-pyrrol-1-yl)pyridine

HRID 614328
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HRID 614328 반응식
[Cl:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.CO[CH:11]1[CH2:15][CH2:14][CH:13](OC)O1>C(O)(=O)C>[Cl:1][C:2]1[C:7]([N:8]2[CH:11]=[CH:15][CH:14]=[CH:13]2)=[CH:6][CH:5]=[CH:4][N:3]=1
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참가 물질

4

반응물 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 805282-Chloro-3-pyridylamine

생성물 1

HCID 27579082-chloro-3-(1H-pyrrol-1-yl)pyridine수율 75%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of acetic acid (25 ml), 2-chloro-3-aminopyridine (5.1 g, 0.04 m) and 2,5-dimethoxytetrahydrofuran (0.05 m) was heated to reflux. After two hours, the mixture was concentrated to dryness, treated with ice and neutralized with saturate Na2CO3 solution. The aqueous layer was extracted with CHCl3 (3×100 ml). The organic extract was dried over Na2SO4, filtered and concentrated to dryness. The residue was distilled to yield 5.3 g (75% yield) of 2-chloro-3-(1-pyrrolyl) pyridine; b.p=95°-100° at 0.5 mm.

후처리

  1. concentrationthe mixture was concentrated to dryness
  2. additiontreated with ice and neutralized with saturate Na2CO3 solution
  3. extractionThe aqueous layer was extracted with CHCl3 (3×100 ml)
  4. extractionThe organic extract
  5. dry with materialwas dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated to dryness
  8. distillationThe residue was distilled

출처 및 근거

ORD 기록
ord-32c4a8437d274ca7afb03a459bfa139a
출처 데이터셋
uspto-grants-1979_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04144343

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