تفاعل #65700
ord-ad0cc296182b433e88e7260edfb497f1
معادلة التفاعل
Thiophenol
KCN 18-crown-6
potassium carbonate
chloride
1-bromo-3-chloro-2-methylpropane
→
2,3,4,5-tetrahydro-3-methyl-1-benzothiepine
المتفاعلات
الكواشف
لا شيء
المذيبات
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
الإجراء التجريبي
Thiophenol was alkylated with 1-bromo-3-chloro-2-methylpropane in the presence of potassium carbonate (K2CO3) in acetone. The resulting primary chloride was lengthened by one carbon atom using KCN/18-crown-6 in acetonitrile. Basic hydrolysis, ring closure with polyphosphoric acid in analogy to Example 17(C) and Wolf-Kishner reduction according to Example 17(D) finally gave the required 2,3,4,5-tetrahydro-3-methyl-1-benzothiepine as a colorless oil.