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

HRID 2263548노트

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HRID 2263548 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 60 F) 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-e5f9118106a74d41b7976ee751ba1d72
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851634B2

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