Reacción #306338

ord-07d57b1329624653ab2c2de8abb276a4

Ecuación de reacción

[Li][CH2]CCC
Butyllithium
Cc1nccs1
2-methylthiazole
[CH3][Sn]([CH3])([CH3])[Cl]
Chlorotrimethylstannane
Cc1nc[c]([Sn]([CH3])([CH3])[CH3])s1
2-methyl-5-(trimethylstannyl)thiazole

Disolventes

Condiciones de reacción

Temperatura
-78°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.STIRRINGStirring
  2. 2
    workup.WAITwas continued at −78° C. for 45 min
  3. 3
    OtroThe reaction mixture was quenched with a satured aqueous solution of NaHCO3
  4. 4
    ExtracciónThe aqueous layer was extracted with Et2O
  5. 5
    SecadoThe organic extracts were dried over MgSO4
  6. 6
    Filtraciónfiltered
  7. 7
    Concentraciónconcentrated in vacuo
  8. 8
    OtroUsed in the next step without purification (obtained 1.29 g)

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08198448B2uspto-grants-2012_06