Tributyltin Chloride → Pyridine, 4-methoxy-2-(tributylstannyl)-

HRID 1898594노트

반응식

HRID 1898594 반응식
Br[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][N:3]=1.[Cl-].[Li+].C([Mg]Cl)(C)C.[CH2:17]([Sn:21](Cl)([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH3:20]>C1COCC1>[CH3:9][O:8][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([Sn:21]([CH2:22][CH2:23][CH2:24][CH3:25])([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:17][CH2:18][CH2:19][CH3:20])[CH:7]=1

참가 물질

5

반응물 3

HCID 15096Tributyltin ChlorideHCID 47384842-Bromo-4-methoxypyridineHCID 178461733HCID 178461733, 화합물2회

생성물 1

HCID 57516635Pyridine, 4-methoxy-2-(tributylstannyl)-

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

In a round bottomed flask 2-bromo-4-methoxypyridine (315 mg, 1.68 mmol) was dissolved in THF (6 mL). The solution was cooled to 0° C. and isopropylmagnesium chloride lithium chloride complex (1.3 M in THF, 1.35 mL, 1.76 mmol) was added dropwise. The reaction mixture was stirred at 0° C. for 30 min then at room temperature for 1.5 h. An additional portion of isopropylmagnesium chloride lithium chloride complex (1.3 M in THF, 0.15 mL, 0.20 mmol) was added and stirring was continued at room temperature for 30 min. Tributyltin chloride (0.50 mL, 1.84 mmol) was added and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was concentrated to give 4-methoxy-2-tributylstannanyl-pyridine as a white paste which was used without further purification.

후처리

  1. waitat room temperature for 1.5 h
  2. stirringstirring
  3. waitwas continued at room temperature for 30 min
  4. stirringthe reaction mixture was stirred at room temperature for 2 h
  5. concentrationThe reaction mixture was concentrated

출처 및 근거

ORD 기록
ord-16aa32c80db247c287d6db40bf2808e4
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518945B2

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