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

HRID 252364노트

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HRID 252364 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

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온도
-78 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c36b99f0a4294a26b3feed4855864fb8
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868036B2

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