Phosphorus oxychloride → 4-Chlorofuro[3,2-c]pyridine

HRID 734304

반응식

HRID 734304 반응식
[O:1]1[C:9]2[CH:8]=[CH:7][NH:6][C:5](=O)[C:4]=2[CH:3]=[CH:2]1.O=P(Cl)(Cl)[Cl:13]>>[Cl:13][C:5]1[C:4]2[CH:3]=[CH:2][O:1][C:9]=2[CH:8]=[CH:7][N:6]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 2887464H,5H-furo(3,2-c)pyridin-4-one

생성물 1

HCID 27797464-Chlorofuro[3,2-c]pyridine

반응 조건

온도
120 °C

실험 절차

5H-Furo[3,2-c]pyridin-4-one (5.9 g) was suspended with POCl3 (12 ml) and the reaction mixture was stirred for 3 hours at 120° C. After evaporating POCl3, crushed ice was added and poured into the mixture of ethyl acetate and saturated NaHCO3. The corresponding organic phase was separated and dried over Na2SO4 and then concentrated in vacuo. The resultant residue was purified by chromatography on a silica gel column to afford 4-chloro-furo[3,2-c]pyridine (5.6 g) 1H NMR (400 MHz, DMSO-d6) ppm 8.31 (d, J=5.8 Hz, 1H), 8.26 (d, J=2.3 Hz, 1H), 7.79 (dd, J=1.0, 5.6 Hz, 1H), 7.13 (dd, J=1.0, 2.3 Hz, 1H).

후처리

  1. customAfter evaporating POCl3
  2. customcrushed ice
  3. additionwas added
  4. additionpoured into the mixture of ethyl acetate and saturated NaHCO3
  5. customThe corresponding organic phase was separated
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in vacuo
  8. customThe resultant residue was purified by chromatography on a silica gel column

출처 및 근거

ORD 기록
ord-377f58a934af4b66ba688830e164e264
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592352B2

연결된 노트

불러오는 중…