Trimethyltin chloride → 2-Methyl-5-(trimethylstannyl)thiazole

HRID 219156

반응식

HRID 219156 반응식
C([Li])CCC.[CH3:6][C:7]1[S:8][CH:9]=[CH:10][N:11]=1.Cl[Sn:13]([CH3:16])([CH3:15])[CH3:14]>C1COCC1>[CH3:6][C:7]1[S:8][C:9]([Sn:13]([CH3:16])([CH3:15])[CH3:14])=[CH:10][N:11]=1

참가 물질

5

반응물 3

HCID 14016Trimethyltin chlorideHCID 771292-MethylthiazoleHCID 178418339Butyllithium

생성물 1

HCID 102646602-Methyl-5-(trimethylstannyl)thiazole

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

Butyllithium (1.6M in THF, 3.5 ml, 5.5 mmol) was added to a stirred solution of 2-methylthiazole (0.45 ml, 5.0 mmol) in THF (15 mL) at −78° C. The reaction mixture was stirred at −78° C. for 40 min. Chlorotrimethylstannane (1M in THF, 5.0 ml, 5.0 mmol) was added. Stirring was continued at −78° C. for 45 min. The reaction mixture was quenched with a satured aqueous solution of NaHCO3. The aqueous layer was extracted with Et2O. The organic extracts were dried over MgSO4, filtered and concentrated in vacuo. Used in the next step without purification (obtained 1.29 g). MS m/z=264.1. Calc'd for C7H13NSSn: 261.94.

후처리

  1. stirringStirring
  2. waitwas continued at −78° C. for 45 min
  3. customThe reaction mixture was quenched with a satured aqueous solution of NaHCO3
  4. extractionThe aqueous layer was extracted with Et2O
  5. dry with materialThe organic extracts were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customUsed in the next step without purification (obtained 1.29 g)

출처 및 근거

ORD 기록
ord-07d57b1329624653ab2c2de8abb276a4
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198448B2

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