Phosphorus oxychloride → 2-Chloro-5-[3-(1-imidazolyl)propyl]pyridine

HRID 322318ノート

反応式

HRID 322318 の反応式
[N:1]1([CH2:6][CH2:7][CH2:8][C:9]2[CH:10]=[CH:11][C:12](OC)=[N:13][CH:14]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.P(Cl)(Cl)([Cl:19])=O.C([O-])(=O)C.[Na+].C(=O)(O)[O-].[Na+]>CN(C)C=O>[Cl:19][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][CH2:7][CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[CH:14][N:13]=1

参加物

6

反応物 4

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 220098285-[3-(1-Imidazolyl)propyl]-2-methoxypyridine

生成物 1

HCID 220095902-Chloro-5-[3-(1-imidazolyl)propyl]pyridine収率 60%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

A mixture of 5-[3-(1-imidazolyl)propyl]-2-methoxypyridine(2.10 g), phosphorus oxychloride (7.44 g) and N,N-dimethylformamide (14.6 g) was stirred at 100° C. for 10 hours. To the reaction mixture was added saturated aqueous sodium acetate and saturated aqueous sodium bicarbonate, and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated under reduced pressure. The residue was subjected to a silica gel chloromatography. From the fraction eluted with ethyl acetate-methanol (20:1, v/v), 2-chloro-5-[3-(1-imidazolyl)propyl]pyridine (1.28 g, 60%) was obtained. Oily substance.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated under reduced pressure
  5. washFrom the fraction eluted with ethyl acetate-methanol (20:1

出典と根拠

ORDレコード
ord-6a2b6e329e314a9c91887818ff7f1c55
出典データセット
uspto-grants-2001_04
特許番号
US06211215B1

反応ノート

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