Water → 2,6-Diiodo-3-methoxy-4-(3-methoxy-propoxy)pyridine

HRID 252365ノート

反応式

HRID 252365 の反応式
[OH-].[Na+].[I:3][C:4]1[C:9]([O:10][CH3:11])=[C:8]([OH:12])[CH:7]=[C:6]([I:13])[N:5]=1.I[CH2:15][CH2:16][CH2:17][O:18][CH3:19].O>CN(C)C=O.C(OCC)(=O)C>[I:3][C:4]1[C:9]([O:10][CH3:11])=[C:8]([O:12][CH2:15][CH2:16][CH2:17][O:18][CH3:19])[CH:7]=[C:6]([I:13])[N:5]=1

参加物

7

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 135229891-Iodo-3-methoxypropaneHCID 178493893HCID 178493893、化合物

生成物 1

HCID 231494742,6-Diiodo-3-methoxy-4-(3-methoxy-propoxy)pyridine

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

To a stirred solution of 60 mmol NaOH in 50 ml N,N-dimethyl formamide is progressively added 50 mmol 2,6-diiodo-3-methoxy-pyridin-4-ol [437709-87-0]. The reaction mixture is stirred for 30 minutes and then cooled to 0° C. 60 mmol 1-iodo-3-methoxy-propane [61542-10-7] are added and the mixture is stirred for 15 minutes at room temperature. Water and ethyl acetate are added to the mixture, the layers are separated and the aqueous layer is extracted with ethyl acetate (3×). The combined organic layers are dried over sodium sulphate, filtered and concentrated. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F) and identified based on its Rf value,

後処理

  1. stirringthe mixture is stirred for 15 minutes at room temperature
  2. customthe layers are separated
  3. extractionthe aqueous layer is extracted with ethyl acetate (3×)
  4. dry with materialThe combined organic layers are dried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-909d904d2ea040548548d627f148c43c
出典データセット
uspto-grants-2011_01
特許番号
US07868036B2

反応ノート

読み込み中…