تفاعل #68541

ord-943bb78d112d4fcaa64625a57cd98ea3

معادلة التفاعل

[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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
-78°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08524900B2uspto-grants-2013_09