تفاعل #454041

ord-891cc2ba15b04d7b843f32e705f27aa2

معادلة التفاعل

[Li][CH2]CCC
n-Butyllithium
c1scc2c1OCCO2
3,4-(ethylenedioxy)thiophene
CCC[CH2][Sn]([Cl])([CH2]CCC)[CH2]CCC
Tributylstannyl chloride
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1scc2c1OCCO2
2-(tributylstannyl)-3,4-(ethylenedioxy)thiophene
المردود 98.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
-40°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةto warm to room temperature
  2. 2
    ترشيحAt room temperature the mixture was filtered
  3. 3
    أخرىdried

الإجراء التجريبي

n-Butyllithium (77 mL, 192.5 mmol, 2.5 M solution in hexane) was added dropwise at -78° C. to a solution of 3,4-(ethylenedioxy)thiophene (25 g, 175.9 mmol) in anhydrous THF (100 mL) under nitrogen. The solution was stirred for 1 h and warmed to -40° C. Tributylstannyl chloride (85.89 g, 263.9 mmol) was added and the entire solution was finally allowed to warm to room temperature. At room temperature the mixture was filtered using Celite and the solvent was stripped. The organo-tin compound was vacuum dried to give 2-(tributylstannyl)-3,4-(ethylenedioxy)thiophene, obtained as a dark yellow liquid, yield=98%. MS(EI) m/z (rel int): 375 [(M)+ --C4H8, 100%] and 319[(M)+ --C8H16, 18%].

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06130339uspto-grants-2000_10