Tributyltin Chloride → 1-methyl-5-(tributylstannyl)-1H-1,2,3-triazole

HRID 906584노트

반응식

HRID 906584 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[N:3]1.[Li]CCCC.[Sn:12](Cl)([CH2:21][CH2:22][CH2:23][CH3:24])([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:13][CH2:14][CH2:15][CH3:16]>C1COCC1>[CH3:1][N:2]1[C:6]([Sn:12]([CH2:17][CH2:18][CH2:19][CH3:20])([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:13][CH2:14][CH2:15][CH3:16])=[CH:5][N:4]=[N:3]1

참가 물질

5

반응물 3

HCID 15096Tributyltin ChlorideHCID 1401191-Methyl-1H-1,2,3-triazoleHCID 178418339Butyllithium

생성물 1

HCID 226098261-methyl-5-(tributylstannyl)-1H-1,2,3-triazole수율 102.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-methyl-1H-[1,2,3]triazole (1.33 g, 16 mmol) in THF (20 mL) at −78° C., was added dropwise n-BuLi (11 mL, 1.6M, 18 mmol). The mixture was stirred at −78° C. for 2 h before addition of Bu3SnCl (4.75 mL, 17.6 mmol). The mixture was stirred at this temperature for 1 h and at r.t. for 1 h. The mixture was concentrated in vacuo and hexanes was added. The insoluble material was removed by filtration and the filtrate was concentrated in vacuo to afford 1-methyl-5-tributylstannanyl-1H-[1,2,3]triazole (6.12 g, 82% yield) as a yellow syrup.

후처리

  1. concentrationThe mixture was concentrated in vacuo and hexanes
  2. additionwas added
  3. customThe insoluble material was removed by filtration
  4. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-bae88458c79c47e3b5c171389e7d64cd
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012988B2

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