تفاعل #454041
ord-891cc2ba15b04d7b843f32e705f27aa2
معادلة التفاعل
n-Butyllithium
3,4-(ethylenedioxy)thiophene
Tributylstannyl chloride
→
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
- 1درجة الحرارةto warm to room temperature
- 2ترشيحAt room temperature the mixture was filtered
- 3أخرىdried
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%].