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

HRID 734304

反応式

HRID 734304 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

反応条件

温度
120 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-377f58a934af4b66ba688830e164e264
出典データセット
uspto-grants-2009_09
特許番号
US07592352B2

関連ノート

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