Water → 2-Iodo-5-methoxy-4-(3-methoxy-propoxy)pyridine

HRID 252364ノート

反応式

HRID 252364 の反応式
I[C:2]1[C:7]([O:8][CH3:9])=[C:6]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[CH:5]=[C:4]([I:16])[N:3]=1.C([Li])CCC.O.[Cl-].[NH4+]>CCCCCC.O1CCCC1>[I:16][C:4]1[CH:5]=[C:6]([O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15])[C:7]([O:8][CH3:9])=[CH:2][N:3]=1

参加物

7

反応物 4

HCID 962WaterHCID 25517Ammonium ChlorideHCID 231494742,6-Diiodo-3-methoxy-4-(3-methoxy-propoxy)pyridineHCID 178418339Butyllithium

生成物 1

HCID 860716042-Iodo-5-methoxy-4-(3-methoxy-propoxy)pyridine

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

反応条件

温度
-78 °C

実験手順

2 mmol of 2,6-diiodo-3-methoxy-4-(3-methoxy-propoxy)-pyridine are added to a solution of 4 mmol n-butyllithium in 1.6 ml hexane and 10 ml tetrahydrofuran at −78° C. under an argon atmosphere. The reaction mixture is stirred at −78° C. for 15 minutes. 2 mmol of water are introduced and the reaction mixture is allowed to reach room temperature. 10% Aqueous ammonium chloride solution is added to the mixture followed by extraction with tert-butyl methyl ether (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. customto reach room temperature
  2. extractionfollowed by extraction with tert-butyl methyl ether (3×)
  3. dry with materialThe combined organic layers are dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-c36b99f0a4294a26b3feed4855864fb8
出典データセット
uspto-grants-2011_01
特許番号
US07868036B2

反応ノート

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